O-benzyloxime ethers and crop protection agents containing these compounds

ABSTRACT

O-Benzyloxime ethers of the formula I ##STR1## where 5 X is substituted or unsubstituted CH 2 , NOalkyl 
     Y is O, S, NR 5   
     R 1 , R 2 , R 5  are H, alkyl 
     Z 1 , Z 2  are H, halogen, methyl, methoxy, cyano 
     R 3 , R 4  are hydrogen, cyano, substituted or unsubstituted alkyl, alkenyl, cycloalkyl, cycloalkenyl, alkynyl, alkoxy, haloalkoxy, alkylthio, benzylthio, alkylcarbonyl, substituted or unsubstituted phenylcarbonyl, substituted or unsubstituted benzylcarbonyl, alkoxycarbonyl, substituted or unsubstituted phenoxycarbonyl, substituted or unsubstituted benzyloxycarbonyl, 
     N(R 6 ) 2 , where R 6  is H, alkyl, substituted or unsubstituted phenyl, 
     --CO--N(R 7 ) 2 , where R 7  is H, substituted or unsubstituted alkyl, 
     substituted or unsubstituted aryl, substituted or unsubstituted aryloxy, substituted or unsubstituted arylthio, substituted or unsubstituted hetaryl, substituted or unsubstituted hetaryloxy, substituted or unsubstituted hetarylthio, substituted or unsubstituted heterocyclyl, substituted or unsubstituted heterocyclyloxy, 
     R 3  and R 4  together may form a carbocyclic or heterocyclic ring which is substituted or unsubstituted, and 
     R 3  or R 4  may be halogen, or ##STR2##  where n is an integer from 1 to 4, and 
     R 8  is, or, when n&gt;1, the R 8  &#39;s are identical or different and are each, H, halogen, cyano, nitro or substituted or unsubstituted C 1  -C 4  -alkyl, C 1  -C 4  -alkoxy, C 1  -C 4  -haloalkyl, C 1  -C 4  -haloalkoxy, aryl, aryloxy, benzyloxy, hetaryl or hetaryloxy. 
     and crop protection agents containing these compounds.

This is a division of application Ser. No. 07/722,209, filed on Jun. 27, 1991, and now U.S. Pat. No. 5,194,662.

The present invention relates to novel O-benzyloxime ethers and a method for controlling pests, in particular fungi, insects, nematodes and spider mites with these compounds.

It is known that substituted phenylacetic acid oxime derivatives can be used as fungicides (European Patent 253,213). However, their action is unsatisfactory.

We have found, surprisingly, that O-benzyloxime ethers of the general formula I ##STR3## where X is CH₂, CH--C₁ -C₄ -alkyl, CH--C₁ -C₄ -alkoxy, CH--C₁ -C₄ -alkylthio or N--C₁ -C₄ -alkoxy,

Y is O, S or NR⁵,

R¹, R² and R⁵ are each H or C₁ -C₄ -alkyl,

Z¹ and Z² are identical or different and are each H, halogen, methyl, methoxy or cyano,

R³ and R⁴ are identical or different and are each hydrogen, cyano, straight-chain or branched C₁ -C₁₀ -alkyl, C₁ -C₄ -haloalkyl, C₃ -C₆ -cycloalkyl, C₃ -C₆ -halocycloalkyl, C₃ -C₆ -cycloalkyl-C₁ -C₄ -alkyl, C₁ -C₄ -alkoxy-C₁ -C₄ -alkyl, C₁ -C₄ -alkylthio-C₁ -C₄ -alkyl, arylthio-C₁ -C₄ -alkyl, C₂ -C₆ -alkenyl, C₂ -C₅ -haloalkenyl, C₃ -C₆ -cycloalkenyl, C₃ -C₆ -halocycloalkenyl, C₂ -C₆ -alkynyl, C₁ -C₆ -alkoxy, C₁ -C₆ -haloalkoxy, C₁ -C₄ -alkylthio, benzylthio, C₁ -C₄ -alkylcarbonyl, unsubstituted or substituted phenylcarbonyl, unsubstituted or substituted benzylcarbonyl, C₁ -C₄ -alkoxycarbonyl, unsubstituted or substituted phenoxycarbonyl, unsubstituted or substituted benzyloxycarbonyl, unsubstituted or substituted aryl, unsubstituted or substituted aryloxy, unsubstituted or substituted arylthio, unsubstituted or substituted aryl-C₁ -C₄ -alkyl, unsubstituted or substituted aryl-C₁ -C₄ -alkenyl, unsubstituted or substituted aryloxy-C₁ -C₄ -alkyl, unsubstituted or substituted arylthio-C₁ -C₄ -alkyl, unsubstituted or substituted hetaryl, unsubstituted or substituted hetaryloxy, unsubstituted or substituted hetarylthio, unsubstituted or substituted hetaryl-C₁ -C₄ -alkyl, unsubstituted or substituted hetaryl-C₂ -C₄ -alkenyl, unsubstituted or substituted hetaryloxy-C₁ -C₄ -alkyl, unsubstituted or substituted heterocyclyl, unsubstituted or substituted heterocyclyloxy, N(R⁶)₂, where the radicals R⁶ are identical or different and are each H, C₁ -C₆ -alkyl or unsubstituted or substituted phenyl, or --CO--N(R⁷)₂, where the radicals R⁷ are identical or different and are each H or C₁ -C₄ -alkyl, substituents, in addition to hydrogen, being halogen, cyano, nitro, C₁ -C₄ -alkyl, C₁ -C₄ -alkoxy, C₁ -C₄ -haloalkyl, C₁ -C₄ -haloalkoxy, C₁ -C₁₀ -alkoximino-C₁ -or C₂ -alkyl, aryl, aryloxy, benzyloxy, hetaryl, hetaryloxy, C₃ -C₆ -cycloalkyl, heterocyclyl or heterocyclyloxy, or

R³ and R⁴ together may form a carbocyclic or heterocyclic ring which may be substituted by the abovementioned substituents, and

R³ or R⁴ may be halogen, or ##STR4## n is an integer from 1 to 4, and R⁸ is, or, when n>1, the R⁸ 's are identical or different and are each, H, halogen, cyano, nitro or substituted or unsubstituted C₁ -C₄ -alkyl, C₁ -C₄ -alkoxy, C₁ -C₄ -haloalkyl, C₁ -C₄ -haloalkoxy, aryl, aryloxy, benzyloxy, hetaryl or hetaryloxy,

have excellent fungicidal, insecticidal, nematicidal and acaricidal activity which is better than that of the known phenylacetic acid derivatives.

The fungicidal action is preferred.

The radicals stated for the general formula I may, for example, have the following meanings:

X may be C₁ -C₄ -alkylidene (e.g. methylidene, ethylidene, n- or isopropylidene, n-, iso-, sec- or tert-butylidene), C₁ -C₄ -alkoxymethylidene (e.g. methoxy-, ethoxy-, n-propoxy, isopropoxy-, n-butoxy-, isobutoxy-, sec-butoxy- or tert-butoxymethylidene), C₁ -C₄ -alkylthiomethylidene (e.g. methyl-, ethyl-, n-propyl-, isopropyl-, n-butylthio-, isobutylthio-, sec-butylthio- or tert-butylthiomethylidene) or C₁ -C₄ -alkoximino (e.g. methoximino, ethoximino, n-propoximino, isopropoximino, n-butoximino, isobutoximino, sec-butoximino or tert-butoximino),

Y may be O, S or NR⁵,

R¹, R² and R⁵ may each be H or C₁ -C₄ -alkyl (e.g. methyl, ethyl, n- or isopropyl, n- or iso-, sec- or tert-butyl),

Z¹ and Z² may be H, halogen (e.g. fluorine, chlorine, bromine or iodine), methyl, methoxy or cyano, and

R³ and R⁴ may be identical or different and are each hydrogen, cyano, straight-chain or branched C₁ -C₁₀ -alkyl (e.g. methyl, ethyl, n- or isopropyl, n-, iso-, sec- or tert-butyl, n-, iso-, sec-, tert- or neopentyl, n-hexyl or n-decyl), C₁ -C₄ -haloalkyl (e.g. trifluoromethyl, 2-fluoroethyl, 2,2,2-trifluoroethyl, pentafluoroethyl, fluorodichloromethyl, difluorochloromethyl, chloromethyl, dichloromethyl, trichloromethyl, 2-chloroethyl, 2,2,2-trichloroethyl or pentachloroethyl), C₃ -C₆ -cycloalkyl (e.g. cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl), C₃ -C₆ -halocycloalkyl (e.g. 2,2-difluorocyclopropyl, 2,2-dichlorocyclopropyl, 2,2-dibromocyclopropyl, 2,2-dichloro-3-methylcyclopropyl or tetrafluorocyclobutyl), C₃ -C₆ -cycloalkyl-C₁ -C₄ -alkyl (e.g. 1-methylcyclopropyl, 2,2-dimethylcyclopropyl or 1-methylcyclohexyl), C₁ -C₄ -alkoxy-C₁ -C₄ -alkyl (e.g. methoxymethyl, ethoxymethyl, n- or isopropoxymethyl, n-, iso-, sec- or tert-butoxymethyl, 2-methoxyprop-2-yl, 2-ethoxyprop-2-yl, 2-n- or isopropoxyprop-2-yl or 2-n-, iso-, sec- or tert-butoxyprop-2-yl), C₁ -C₄ -alkylthio-C₁ -C₄ -alkyl (e.g. methylthiomethyl, ethylthiomethyl, n- or isopropylthiomethyl, n-, iso-, sec- or tert-butylthiomethyl, 2-methylthioprop-2-yl, 2-ethylthioprop-2-yl, 2-n- or isopropylthioprop-2-yl or 2-n-, iso-, sec- or tert-butylthioprop-2-yl), aryl(phenyl)thio-C₁ -C₄ -alkyl (e.g. phenylthiomethyl or 2-chlorophenylthiomethyl), C₂ -C₆ -alkenyl (e.g. vinyl, 1-propenyl, 2-propenyl, 2-butenyl, 3-butenyl, 1-methyl-2-propenyl, 3-methyl-2-butenyl or 2-methyl-2-penten-5-yl), C₂ -C₅ -haloalkenyl (e.g. 2,2-difluorovinyl, 2,2-dichlorovinyl, 3,3,3-trifluoropropenyl, 3,3,3-trichloropropenyl or 3-chloro-2-propenyl), C₃ -C₆ -cycloalkenyl (e.g. cyclopent-1-enyl, cyclopentadienyl or cyclohex-1-enyl), C₃ -C₆ -halocycloalkenyl (e.g. pentafluorocyclopentadienyl or pentachlorocyclopentadienyl), C₂ -C₄ -alkynyl (e.g. ethynyl, 1-propynyl or 1-propargyl), C₁ -C₄ -alkoxy (e.g. methoxy, ethoxy, n- or isopropoxy or n-, iso-, sec- or tert-butoxy), C₁ -C₄ -alkylthio (e.g. methylthio, ethylthio, n- or isopropylthio or n-, iso-, sec- or tert-butylthio) or benzylthio, C₁ -C₄ -haloalkoxy (e.g. trifluoromethoxy, pentafluoroethoxy or 1,1,2,2-tetrafluoroethoxy), N(R⁶)₂ (e.g. amino, methylamino, dimethylamino, ethylamino, diethylamino, di-n-propylamino, diisopropylamino, di-n-butylamino or diisobutylamino), C₁ -C₄ -alkylcarbonyl (e.g. acetyl, propionyl, butyryl, isobutyryl or pivaloyl), unsubstituted or substituted phenylcarbonyl (e.g. benzoyl or 4-chlorobenzoyl), unsubstituted or substituted benzylcarbonyl (e.g. benzylcarbonyl), C₁ -C₄ -alkoxycarbonyl (e.g. methoxycarbonyl, ethoxycarbonyl, n- or isopropoxycarbonyl or n-, iso-, sec- or tert-butoxycarbonyl), unsubstituted or substituted phenoxycarbonyl (e.g. phenoxycarbonyl or 4-chlorophenoxycarbonyl), unsubstituted or substituted benzyloxycarbonyl (e.g. benzyloxycarbonyl), --CO--N(R⁷)₂ (e.g. aminocarbonyl, dimethylaminocarbonyl, diethylaminocarbonyl, diisopropylaminocarbonyl, phenylaminocarbonyl or N-methyl-N-phenylaminocarbonyl), unsubstituted or substituted aryl (e.g. phenyl, naphthyl or anthryl), unsubstituted or substituted aryloxy (e.g. phenoxy, naphthyloxy or anthryloxy), unsubstituted or substituted arylthio (e.g. phenylthio), unsubstituted or substituted aryl-C₁ -C₄ -alkyl (e.g. benzyl, 1-phenethyl, 2-phenethyl, 1-phenylpropyl, 2-phenylpropyl, 3-phenylpropyl, 2-methyl-3-phenylpropyl, 2-methyl-2-phenylpropyl or 4-phenylbutyl), unsubstituted or substituted aryl-C₁ -C₄ -alkenyl (e.g. phenyl-1-ethenyl, 2-phenyl-1-propenyl, 2,2-diphenylethenyl, 1-phenyl-1-propen-2-yl or 1-phenyl-1-ethenyl), unsubstituted or substituted aryloxy-C₁ -C₄ -alkyl (e.g. phenoxymethyl), unsubstituted or substituted arylthio-C₁ -C₄ -alkyl (e.g. phenylthiomethyl), unsubstituted or substituted hetaryl (e.g. pyridyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, pyrimidinyl, 2,6-pyrimidinyl, 1,5-pyrimidinyl, thienyl, 2-thienyl, 3-thienyl, furyl, 2-furyl, 3-furyl, 1-pyrrolyl, 1-imidazolyl, 1,2,4-triazolyl, 1,3,4-triazolyl, 4-thiazolyl or 2-benzothiazolyl), unsubstituted or substituted hetaryloxy (e.g. 2-pyridyloxy or 2-pyrimidinyloxy), unsubstituted or substituted hetarylthio (e.g. 2-pyridylthio, 2-pyrimidinylthio or 2-benzothiazolylthio), unsubstituted or substituted hetaryl-C₁ -C₄ -alkyl (e.g. 2-pyridylmethyl or 3-pyridylmethyl), unsubstituted or substituted hetaryloxy-C₁ -C₄ -alkyl (e.g. furfurylmethoxy, thienylmethoxy, 3-isoxazolylmethoxy, 2-oxazolylmethoxy or 2-pyridylmethoxy), unsubstituted or substituted hetaryl-C₂ -C₄ -alkenyl (e.g. 2'-furyl-2-ethenyl, 2'-thienyl-2-ethenyl or 3'-pyridyl-2-ethenyl), unsubstituted or substituted heterocyclyl (e.g. oxiranyl, 1-aziridinyl, 1-azetidinyl, 1-pyrrolidinyl, 2-tetrahydrofuryl, 2-tetrahydropyranyl, 3-tetrahydropyranyl, 1-piperidinyl, 1-morpholinyl, 1-piperazinyl, 1,3-dioxanyl or 3-tetrahydrothiopyranyl) or unsubstituted or substituted heterocyclyloxy (e.g. 2-dihydropyranyloxy or 2-tetrahydropyranyloxy).

The radicals referred to above in connection with unsubstituted or substituted are, in addition to hydrogen, for example, fluorine, chlorine, bromine, iodine, cyano, nitro, methyl, ethyl, isopropyl, tert-butyl, methoxy, ethoxy, isopropoxy, tert-butoxy, trifluoromethy, chloromethyl, dichloromethyl, trichloromethyl, trifluoromethoxy, 1,1,2,2-tetrafluoroethoxy, methoximinomethyl, ethoximinomethyl, n-propoximinomethyl, n-butoximinomethyl, n-pentyloximinomethyl, n-hexyloximinomethyl, allyloximinomethyl, benzyloximinomethyl, isopropoximinomethyl, isobutoximinomethyl, tert-butoximinomethyl, methylimino-1-ethyl, ethoximino-1-ethyl, n-propoximino-1-ethyl, n-butoximino-1-ethyl, n-pentyloximino-1-ethyl, n-hexyloximino-1-ethyl, allyloximino-1-ethyl, benzyloximino-1-ethyl, phenyl, phenoxy, benzyloxy, imidazol-1-yl, piperazin-1-yl, 4-morpholinyl, piperidin-1-yl, pyrid-2-yloxy, cyclopropyl, cyclohexyl, oxiranyl, 1,3-dioxan-2-yl, 1,3-dioxolan-2-yl and tetrahydropyran-2-yloxy.

The group ##STR5## may also be the radical of a carbocyclic or heterocyclic oxime (e.g. cyclopentanone oxime, cyclohexanone oxime, cycloheptanone oxime, 2-adamantanone oxime, D-camphor oxime, 1-tetralone oxime, 1-indanone oxime, 9-fluorenone oxime, 1-methyl-4-piperidone oxime, violuric acid or N,N-dimethylvioluric acid).

R³ and R⁴ together then form, for example, a cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, camphenyl, tetralin, indane or fluorene ring.

One of the radicals R³ or R⁴ may furthermore be halogen (e.g. fluorine, chlorine, bromine or iodine).

n may be 1, 2, 3 or 4 and R⁸ may be for example H, fluorine, chlorine, bromine, iodine, cyano, nitro, methyl, ethyl, isopropyl, tert-butyl, methoxy, ethoxy, isopropoxy, tert-butoxy, trifluoromethyl, chloromethyl, dichloromethyl, trichloromethyl, trifluoromethoxy, 1,1,2,2-tetrafluoromethoxy, phenyl, phenoxy, benzyloxy or pyrid-2-yl, where these radicals in turn may be substituted by fluorine, chlorine, bromine, iodine, cyano, methyl or methoxy.

Among the compounds in which R³ and R⁴ are hydrogen, the preferred compounds are those in which either only R³ or only R⁴ is hydrogen, in particular the compounds in which R³ is hydrogen.

Also preferred are compounds of the formula II in which X is CH₂, CHCH₃, CHC₂ H₅, CHOCH₃, CHOC₂ H₅, CHSCH₃ or CHSC₂ H₅, Y is 0, R¹ is C₁ -C₄ -alkyl, R² is H or methyl, R³ and R⁴ are identical or different and each is hydrogen, cyano, straight-chain or branched C₁ -C₁₀ -alkyl, C₁ -C₄ -haloalkyl, C₃ -C₆ -cycloalkyl, C₃ -C₆ -halocycloalkyl, C₃ -C₆ -cycloalkyl-C₁ -C₄ -alkyl, C₁ -C₄ -alkoxy-C₁ -C₄ -alkyl, C₁ -C₄ -alkylthio-C₁ -C₄ -alkyl, arylthio-C₁ -C₄ -alkyl, C₂ -C₆ -alkenyl, C₂ -C₆ -alkynyl, C₂ -C₄ -haloalkenyl, C₁ -C₆ -alkoxy, C₁ -C₆ -alkylthio, C₁ -C₄ -alkylcarbonyl, C₁ -C₄ -alkoxycarbonyl, substituted or unsubstituted aryl, substituted or unsubstituted aryloxy, substituted or unsubstituted arylthio, substituted or unsubstituted aryl-C₁ -C₄ -alkyl, substituted or unsubstituted aryl-C₂ -C₄ -alkenyl, substituted or unsubstituted aryloxy-C₁ -C₄ -alkyl, substituted or unsubstituted hetaryl, substituted or unsubstituted hetaryloxy, substituted or unsubstituted hetarylthio or substituted or unsubstituted heterocyclyl, or each is N(R⁶)₂, R⁶ being identical or different and denoting H, C₁ -C₆ -alkyl, C₃ -C₆ -cycloalkyl or substituted or unsubstituted phenyl, or each is --CO--N(R⁷)₂, R⁷ being identical or different and denoting H or C₁ -C₄ -alkyl, the term "substituted" denoting the radicals listed in claim 1, and R³ and R⁴ may together denote a carbocyclic or heterocyclic ring which may be substituted by the radicals given under "substituted", and R³ and R⁴ may be halogen, and Z¹ and Z² are hydrogen, fluorine, chlorine, bromine, iodine, methyl, cyano or methoxy.

Owing to the C═C or C═N double bonds, the novel compounds of the general formula I may be obtained in the preparation as E/Z isomer mixtures. These can be separated into the individual components in a conventional manner, for example by crystallization or chromatography.

Both the individual isomeric compounds and mixtures thereof form subjects of the invention and can be used as pesticides.

The compounds of the general formula I as claimed in claim 1 are prepared, for example, as described in Scheme 1 (Z¹ and Z² are each H). ##STR6##

The compounds of the general formula I in which X is CH₂, CH-alkyl or CH-alkoxy can be prepared, for example, from the ketoesters 4 by a Wittig or Wittig-Horner reaction (cf. European Patents 348,766 and 178,826 and DE 3 705 389). The similar compounds 5 are likewise obtained from the ketoesters 2.

Alternatively, it is also possible to adopt a procedure in which compounds of the formula 7 or 9 are condensed with suitable reagents, for example with formaldehyde where X is CH₂ (cf. DE 3317356), a) with aldehydes (cf. D. M. Brown, J. Chem. Soc. 1948, 2147) or b) first with N,N-dimethylformamide dimethyl acetal, followed by reaction with a Grignard reagent (similarly to C. Jutz, Chem. Ber. 91 (1958), 1867) where X is CH-alkyl, or with a formate followed by alkylation (cf. European Patent 178,826) where X is CH--O-alkyl. Further preparation methods for the compounds of the formula 5 and I where X is CH--O-alkyl are described in European Patent 178,826.

Another possible method for preparing the compounds of the formula I where X is CH-alkyl and YR₂ is COOAlk is to react ketene acetals with phenylchlorocarbenes (S. N. Slougui and G. Rousseau, Synth. Commun. 12 (5) (1982), 401-407).

For compounds of the general formula I where X is CH--S-alkyl, the preparation can be carried out by the methods described in European Patents 244,077 or 310,954.

The intermediates of the formulae 3, 6 and 8 can be prepared from the compounds 2, 5 and 7 by halogenating the latter by a known method, for example with chlorine, bromine or N-bromosuccinimide, in an inert solvent (e.g. CCl₄ or cyclohexane), with exposure to, for example, a Hg vapor lamp or in the presence of a free radical initiator, e.g. dibenzoyl peroxide, or by introducing the radicals L, e.g. mesylate, tosylate, acetate or triflate, via suitable intermediates (where L is halogen or OH).

The oxime ethers of the formula I where X is N-Oalkyl can be prepared from 4 a) by reaction with an O-alkylhydroxylamine hydrochloride or b) with hydroxylamine hydrochloride and subsequent alkylation with an alkylating agent (e.g. an alkyl iodide, dialkyl sulfate, etc.) (cf. DE 3 623 921).

Furthermore, a phenylacetic ester of the formula 9 can be converted with a base (e.g. NaOMe, NaH, K tertbutylate, etc.) in a solvent (e.g. diethyl ether, toluene, tert-butanol, etc.) by a method similar to that in European Patent 254,426 into its anion and can be converted into the oxime with a suitable nitrosating agent (such as methyl nitrite, amyl nitrate, tert-butyl nitrite, etc.). The resulting oximate is alkylated with an alkylating agent (e.g. an alkyl iodide or dialkyl sulfate).

The same processes can also be applied to the compounds of the formulae 2 and 7, and the resulting oxime ethers 5 can be converted in a known manner (European Patent 254,426) via the intermediates 6 (L is, for example, halogen) into the desired compounds I.

In the preparation processes described above, Y--R¹ is usually alkoxy.

The compounds in which YR¹ is OH (11) can be prepared by methods known from the literature (Organikum 16th edition, pages 415 and 622), from the compounds of the general formula I where YR¹ is COOAlkyl (10) (cf. Scheme 2): ##STR7##

Alternatively, the nitriles 12 can be converted in a known manner (cf. Organikum 16th edition, page 424 et seq. (1985) into the carboxylic acids 11.

The resulting carboxylic acids 11 can be converted in a conventional manner into the acyl chlorides 14 (cf. Organikum 16th edition, page 423 et seq. (1985). The conversion of 14 into the amides 15 is effected by methods similar to that described in Organikum 16th edition, page 412 (1985).

The thioesters 13 are obtained from the acyl chlorides 14 (similarly to Houben-Weyl Vol. 8, page 464 et seq. (1952)).

Alternatively, the thioesters 13 can also be prepared from the acids 11 (similarly to Houben-Weyl Vol. E5, page 855 et seq. (1985)).

The amides 15 in which R¹ and R⁵ are each H can also be prepared from the nitriles 12 by processes known from the literature (cf. Synthesis 1980, 243).

The preparation of the compounds of the general formulae 2 and 7 with ortho-methyl substitution at the aromatic (R² =H) is known.

(YR¹ =OAlkyl; cf. European Patents 178,826 and 260,832).

The oximes required for the preparation of the compounds of the general formula I are either known or can be prepared by one of the processes shown in Scheme 3. ##STR8##

Methods for the conversion of 16 or 18 into 17 are described in Houben-Weyl, Vol. 10/4 (1968).

Furthermore, aldoximes 19 can be chlorinated by known methods and can be reacted with, for example, a cyanide to give the derivatives 17 (R⁴ =CN) (cf. M. R. Zimmermann J. f. prakt. Chemie 66 (1902), 359).

The specific derivatives in which R³ is CN and R⁴ is alkoxyalkyl are prepared according to European Patent 74,047, those in which R³ is CN and R⁴ is alkylthioalkyl according to European Patent 150,822 and those in which R³ is CN and R⁴ is alkyl according to DE 2 304 848.

The method employing Me₃ SiO-NH-SiMe₃ (R. U. Hoffmann and G. A. Buntain, Synthesis 1987, 831) is used for sterically hindered ketones. ##STR9##

The novel compounds of the general formula I as claimed in claim 1 are prepared, for example, by a method in which an oxime of the formula 17 is reacted with a substituted benzyl compound 6 in which L is a leaving group (e.g. chloride, bromide, p-toluenesulfonate, methanesulfonate, triflate or acetate). R¹ --R', X and Y have the abovementioned meanings.

The reactions described can be carried out, for example, in an inert solvent (e.g. acetone, acetonitrile, dimethyl sulfoxide, dimethylformamide, N-methylpyrrolidone or pyridine) with the use of a base (e.g. sodium carbonate, potassium carbonate, sodium hydroxide, potassium hydroxide, sodium hydride or sodium methylate).

The reactions can also be carried out in a two-phase system (e.g. dichloromethane or water) with the aid of a suitable phase transfer catalyst (e.g. cetyltrimethylammonium chloride or benzyltrimethylammonium chloride).

Another method for the preparation of compounds I (YR¹ =OAlkyl, X=CH-OAlkyl or N-OAlkyl and L=Cl, Br, tosylate or mesylate) is illustrated by Scheme 5: ##STR10##

This synthesis sequence is carried out, as far as compound 22, similarly to the methods described in European Patent 244,786.

For example, N-hydroxyphthalimide can be converted with a halide or sulfonic ester 6 in the presence of an acid acceptor (e.g. triethylamine, potassium carbonate, etc.), in a suitable solvent (e.g. N-methylpyrrolidone, dimethylformamide, etc.), into the imidoether 21.

Cleavage to give the O-substituted hydroxylamine 22 can be effected with a mineral acid (e.g. HCl; cf. Houben-Weyl Vol. 10/1, page 1181 et seq.) or with a base (for example with hydrazine or ethanolamine).

The conversion of amine 22 to I is carried out in a conventional manner (cf. D. Otzanak, J.C.S. Chem. Commun. 1986, 903).

The Examples and methods which follow are intended to illustrate the preparation of the novel active ingredients and of the novel intermediates.

Method 1: 3,4-Dichloroacetophenone oxime

12.0 g (0.17 mol) of hydroxylammonium hydrochloride and 18.9 g (0.1 mol) of 3,4-dichloroacetophenone are added to a mixture of 20 ml of H₂ O, 100 ml of methanol and 8 g (0.1 mol) of pyridine. Refluxing is carried out for 1 hour, after which the mixture is acidified with 2N HCl and extracted with 3×100 ml of tert-butyl methyl ether. The organic phase is washed with water, dried with Na₂ SO₄ and evaporated down. 19.6 g (96% of theory) of crystals of melting point 92° C., which according to ¹ H-NMR consist of 90% of trans-oxime, are obtained.

Method 2: 2-Oximino-2-tetrahydropyran-2'-ylacetonitrile

265.4 g (2.05 mol) of tetrahydrofuran-2-carbaldehyde oxime in 2 l of diethyl ether are initially taken at from -55° to -60° C. 153.5 g (2.15 mole) of chlorine are then passed in and the temperature is increased to -20° C.; stirring is carried out for 1 hour, the mixture is then evaporated down in a rotary evaporator at 10° C., the residue is taken up in 1.5 l of diethyl ether and the solution is stirred overnight in the absence of light, while cooling with ice. The solution is then filtered and the filtrate is added dropwise, while cooling with ice, to 147.3 g (2.27 mol) of potassium cyanide in 1 l of methanol at 10°-15° C. (exothermic). Stirring is carried out for 5 hours at room temperature (20° C.), after which the precipitate is filtered off under suction and washed twice with diethyl ether. The organic phases are partitioned between tert-butyl methyl ether and water and the residue of the ether phases is crystallized from dichloromethane/n-hexane at 0° C.

After filtration under suction and drying, 208 g (66% of theory) of a spectroscopically pure substance of melting point 105°-106° C. remain.

Method 3: 3-Methoxy-3-methyl-2-oximinobutyronitrile

53.6 g (0.46 mol) of 2-methoxy-2-methylpropionaldehyde oxime in ether (about 1M) are initially taken at from -5° to -10° C. 35.8 g (0.5 mol) of chlorine gas are passed in, after which stirring is carried out for 1 hour at this temperature and the mixture is then evaporated down at 10° C. and the residue is taken up in diethyl ether. 24.7 g(0.5 mol) of sodium cynaide in 375 ml of 20:1 methanol/H₂ O are initially taken at 10° C. and the above ethereal solution is rapidly added dropwise. After 4 hours at room temperature, the mixture is filtered under suction and the residue is washed with twice 100 ml of methanol. The combined solutions are evaporated down and the residue is partitioned between methyl tert-butyl ether and water. Drying the organic phase over Na₂ SO₄, evaporating down and crystallizing from dichloromethane/n-hexane give 41.1 g (63% of theory) of a white powder of melting point 102°-104° C.

Method 4: Methyl 3-methoxy-2-[2'-(phthalimido-oxy)-methyl]-phenylacrylate

10 g (35 mmol) of methyl 3-methoxy-2-(2'-bromomethyl)-phenylacrylate, 5.7 g (35 mmol) of hydroxyphthalimide, 3.9 g (38.6 mmol) of triethylamine and 50 ml of N-methylpyrrolidone are combined and the mixture is stirred for 2 hours at 60° C. It is then poured onto ice water, and the residue is filtered off under suction, washed with water and isopropanol and dried under reduced pressure. 9.0 g (70% of theory) of a crystalline product of melting point 156°-158° C. remain.

¹ H-NMR (CDCl₃): δ=3.60 (s, 3H); 3.75 (s, 3H); 5.12 (s, 2H); 7.13 (dbr, 1H); 7.35 (m, 2H); 7.62 (s, 1H); 7.7-7.9 (m, 5H)

Method 5: Methyl 3-methoxy-2-(2'-aminooxymethyl)-phenylacrylate

10.0 g (27 mmol) of the product from Method 4 are dissolved in 150 ml of methanol and the solution is stirred with 1.4 g (27 mmol) of hydrazine hydrate for 2 hours at room temperature. The precipitate is filtered off under suction, the mother liquor is evaporated down, the residue is stirred with diethyl ether, the precipitate is filtered off under suction again and the mother liquor is evaporated down. 6.9 g (92% of theory) of a yellow oil result (purity according to ¹ H-NMR about 90%). ¹ H-NMR (CDCl₃): δ=3.71 (s, 3H); 3.80 (s, 3H); 4.60 (s, 2H); (5.35 (sbr, 2H); 7.0-7.50 (m, 4H); 7.58 (s, 1H).

Method 6: Methyl 2-methoximino-2-(2'-phthalimidooxymethyl)-phenylacetate

2.0 g (7 mmol) of methyl 2-methoximino-2-(2'-bromomethyl)-phenylacetate, 1.1 g (7 mmol) of hydroxyphthalimide and 0.8 g (7.7. mmol) of triethylamine are dissolved in 10 ml of N-methylpyrrolidone and the solution is stirred for 2 hours at 70° C. For working up, ice water is added, and the crystals are filtered off under suction, washed with water and methyl tert-butyl ether and dried.

1.5 g (58% of theory) of crystals of melting point 152°-155° C. remain.

¹ H-NMR (CDCl₃): δ=3.83 (s, 3H); 3.98 (s, 3H); 5.07 (s, 2H); 7.15 (dbr, 1H); 7.45 (mc, 2H); 7.60-7.85 (m, 5H)

Method 7: Methyl 2-methoximino-2-(2'-aminooxymethyl)-phenylacetate

15.0 g (41 mmol) of the product from Method 6 are stirred with 2.1 g (42 mmol) of hydrazine hydrate in 150 ml of methanol for 2 hours at room temperature. The residue is again filtered off under suction, the mother liquor is evaporated down and triturated with diethyl ether, the residue is filtered off under suction and the mother liquor is evaporated down. 7.8 g (80% of theory) of an acid-sensitive oil remain.

¹ H-NMR (CDCl₃): δ=3.90 (s, 3H); 4.03 (s, 3H); 4.59 (s, 2H); 5.35 (sbr, 2H); 7.15 (dbr, 1H); 7.40 (sbr, 3H)

EXAMPLE 1 Methyl 3-methoxy-2-[2'-[1"-(3'", 5'"-dichlorophenyl)-1"-methyl]-iminooxymethyl]-phenylacrylate (No. 582, Table I)

0.6 g (25 mmol) of sodium hydride powder in 100 ml of acetonitrile is initially taken, 5.1 g (25 mmol) of 3,5-dichloroacetophenone oxime are added and the mixture is refluxed for 1 hour. Thereafter, 9.3 g (33 mmol) of methyl 2-(2'-bromomethyl)-phenyl-3-methoxyacrylate in 50 ml of acetonitrile are added dropwise and refluxing is continued for a further 4 hours. The mixture is evaporated down under reduced pressure and then partitioned between methyl tert-butyl ether and saturated ammonium chloride solution, the organic phase is washed with water and the residue obtained by evaporation is crystallized from methyl butyl ether/n-hexane. 4.6 g (45% of theory) of a substance of melting point 87°-88° C. are obtained.

¹ H-NMR (CDCl₃): δ=2.19 (s, 3H); 3.70 (s, 3H); 3.81 (s, 3H); 5.15 (s, 2H); 7.08 (m, 1H); 7.17 (m, 3H); 7.50 (m, 3H); 7.58 (s, 1H)

EXAMPLE 2 Methyl 3-methoxy-2-[2'-(1"-cyano-(-1"-methoxy-1"-methylethyl)-iminooxymethyl]-phenylacrylate (No. 36, Table I)

3.3 g (23 mmol) of 3-methoxy-3-methyl-2-oximinobutyronitrile, 6.6 g (23 mmol) of methyl 2-(2'-bromomethylphenyl)-3-methoxycrylate and 3.2 g (23 mmol) of potassium carbonate in 60 ml of N,N-dimethylformamide are stirred for 15 hours at room temperature. The mixture is then evaporated down, the residue is taken up in ethyl acetate, the solution is washed with 3×50 ml of water and the organic phase is dried over sodium sulfate, evaporated down and chromatographed over silica gel using 40:1 toluene/ethyl acetate.

Yield: 7.0 g (88% of theory) of an oil.

IR (film): 1,285, 1,258, 1,189, 1,180, 1,131, 1,111, 1,069, 1,008 cm⁻¹.

EXAMPLE 3 Methyl 2-methoximino-2-[2'-(1"-(3'",5'"-dichlorophenyl)-1"-methyl)-iminooxymethyl]-phenylacetate (No. 582, Table II)

0.6 g (25 mmol) of NaH in 50 ml of acetonitrile is initially taken, and 5.1 g (25 mmol) of 3,5-dichloroacetophenone oxime are added at room temperature. Refluxing is carried out for 1 hour, after which 9.4 g (33 mmol) of methyl 2-methoximino-2-(2'-bromomethyl)phenylacetate in 50 ml of acetonitrile are added dropwise and refluxing is continued for a further 4 hours. After evaporating down, partitioning the residue between water/methyl tert-butyl ether, washing the organic phase with water, drying the organic phase with sodium sulfate and evaporating down, the residue is subjected to column chromatography over silica gel using methyl tert-butyl ether/hexane. 5.4 g (53% of theory) of crystals of melting point 95°-97° C. result.

¹ H-NMR (CDCl₃): δ=2.17 (s, 3H); 3.82 (s, 3H); 4.02 (s, 3H); 5.15 (s, 2H); 7.20 (dbr, 1H); 7.25-7.55 (m, 6H)

EXAMPLE 4 Methyl 3-methoxy-2-[2'-(1"-(4'"-bromophenyl)-1"-methyl)-iminooxymethyl]-phenylacrylate (No. 593, Table I)

2.37 g (10 mmol) of methyl 3-methoxy-2-(2'-aminooxymethyl)-phenylacrylate, 1.99 g (10 mmol) of 4-bromoacetophenone, 2 ml of water, 0.8 g of pyridine and 10 ml of methanol are combined and the mixture is stirred for 24 hours at room temperature. The mixture is evaporated down, the residue is partitioned between water/methyl tert-butyl ether and the organic phase is washed with 2N HCl and washed neutral with NaHCO₃ and evaporated down, and the residue is chromatographed over SiO₂ using methyl tert-butyl ether/hexane. 2.1 g (51% of theory) of crystals of melting point 105°-107° C. result.

¹ H-NMR (CDCl₃): δ=2.22 (s, 3H); 3.70 (s, 3H); 3.80 (s, 3H); 5.15 (s, 2H); 7.16 (dbr, 1H); 7.33 (m, 2H); 7.45 (m, 5H); 7.58 (s, 1H)

EXAMPLE 5 Methyl 2-methoximino-2-[2'-(1"-(4'"-nitrophenyl)-1"-methyl)-iminooxymethyl]-phenylacetate (No. 614, Table II)

2.38 g (10 mmol) of methyl 2-methoximino-2-(2'-aminooxymethyl)-phenylacetate, 1.65 g (10 mmol) of 4-nitroacetophenone, 2 ml of water, 0.8 g of pyridine and 10 ml of methanol are reacted as in Example 4. 2.1 g (55% of theory) of crystals of melting point 87°-89° C. are obtained.

¹ H-NMR (CDCl₃): δ=2.22 (s, 3H); 3.81 (s, 3H); 4.02 (s, 3H); 5.18 (s, 2H); 7.20 (dd, 1H); 7.4 (m, 3H); 7.75 (dd, 2H); 8.18 (dd, 2H).

EXAMPLE 6 Methyl 3-methoxy-2-[2'-(1"-(4'"-chlorophenyl)-iminooxymethyl]-phenylacrylate (No. 95 Table 5)

a) 5.5 g (15 mmol) of methyl 3-methoxy-2-[2'-(phthalimidooxy)-methyl]-phenylacrylate (from Method 4) in 100 ml of methanol are initially taken, and 0.75 g (15 mmol) of hydrazine hydrate is added at room temperature. After 15 minutes at this temperature, the mixture is evaporated down, the residue is triturated with methyl tert-butyl ether and the cleavage product is filtered off under suction. The mother liquor is evaporated down, the residue is taken up with 50 ml of methanol and 2.1 g (15 mmol) of 4-chlorobenzaldehyde in 50 ml of methanol plus 1 drop of pyridine are added dropwise.

Stirring was carried out overnight at 23° C., after which the product was filtered off under suction, washed with methanol and dried.

2.9 g (54% of theory) of crystals of melting point 87°-89° C. were obtained.

¹ H-NMR (CDCl₃): δ=3.66 (s, 3H); 3.80 (s, 3H); 5.13 (s, 2H); 7.17 (m, 1H); 7.35 (m, 4H); 7.50 (me, 3H); 7.60 (s, 1H); 8.06 (s, 1H).

b) 50 ml of methanol are slowly added to 1.3 g (55 mmol) of NaH powder under a nitrogen atmosphere (evolution of hydrogen). 7.8 g (50 mmol) of 4-chlorobenzaldehyde oxime in 50 ml of methanol are then added at room temperature. Stirring is carried out for half an hour, after which 14.3 g (50 mmol) of methyl 3-methoxy-2-(2'-bromomethyl)-phenylacrylate in 50 ml of methanol are added dropwise and stirring is carried out at room temperature for a further 48 hours. The white residue is filtered off under suction, washed with methanol and dried. 1.9 g (11% of theory) of a product of melting point 82°-84° C. are obtained.

EXAMPLE 7 Methyl 2-methoximino-2-(2'-phthalimidooxymethyl)-phenylacetate (No. 1, Table 8)

2.0 g (7 mmol) of methyl 2-methoxyimino-2-(2'-bromomethyl)-phenylacetate, 1.1 g (7 mmol) of hydroxyphthalimide and 0.8 g (7.7 mmol) of triethylamine are dissolved in 10 ml of N-methylpyrrolidone and the mixture is stirred for 2 hours at 70° C. Ice water is added and the crystals are filtered off under suction, washed with water and methyl tert-butyl ether and dried. There remain 1.5 g (58% of theory) of crystals of melting point 152°-155° C.

¹ H-NMR (CDCl₃): δ=3.83 (s, 3H); 3.98 (s, 3H); 5.07 (s, 2H); 7.15 (dbr, 1H); 7.45 (mc, 2H); 7.60-7.85 (m, 5H).

The compounds listed in Tables I-IX can be prepared in a similar manner.

                                      TABLE I                                      __________________________________________________________________________      ##STR11##                                                                     No.                                                                               R.sup.3     R.sup.4            Data                                         __________________________________________________________________________     1  Cl          Phenyl                                                          2  Cl          Cyano                                                           3  Cl          Ethoxycarbonyl                                                  4  Cl          Cyclopropyl                                                     5  CF.sub.3    CF.sub.3                                                        6  CF.sub.3    Phenyl                                                          7  CCl.sub.3   CCl.sub.3                                                       8  CCl.sub.3   Phenyl                                                          9  CH.sub.2 Cl Phenyl                                                          10 CF.sub.2 CF.sub.3                                                                          Phenyl                                                          11 CF.sub.2 Cl Phenyl                                                          12 CHCl.sub.2  Phenyl                                                          13 Cyclopropyl Cyclopropyl                                                     14 Cyclopropyl Phenyl             oil; IR (film): 1190, 1129, 1056, 1032,                                        768                                          15 Cyclopropyl 4-Fluorophenyl     oil; IR (film): 1508, 1225, 1129, 989,                                         839                                          16 Cyclopropyl 4-Chlorophenyl     oil; IR (film): 1490, 1129, 1091, 1014,                                        1800                                         17 Cyclopropyl 4-Methoxyphenyl    oil; IR (film): 1251, 1177, 1129, 1033       18 Cyclopropyl 4-Ethoxyphenyl                                                  19 Cyclopropyl 4-Phenoxyphenyl                                                 20 Cyclopropyl Pentachlorophenyl                                               21 Cyclopropyl Pentafluorophenyl                                               22 Cyclopentyl Phenyl                                                          23 Cyclohexyl  Phenyl                                                          24 Phenyl      2,2-Dichloro-1-methylcyclopropyl                                25 Phenyl      2,2-Difluorocyclopropyl                                         26 Phenyl      2,2-Dichlorocyclopropyl                                         27 Phenyl      2,2-Dibromocyclopropyl                                          28 Phenyl      2,2,3,3-Tetrafluorocyclobutyl                                   29 Phenyl      2,2-Dimethylcyclopropyl                                         30 Phenyl      1-Methylcyclohexyl                                              31 CN          Methoxymethyl                                                   32 CN          Ethoxymethyl                                                    33 CN          n-Propoxymethyl                                                 34 CN          iso-Propoxymethyl                                               35 CN          tert.-Butoxymethyl                                              36 CN          2-Methoxyprop-2-yl oil; IR (film): 1436, 1191, 1131, 1057,                                        1003                                         37 CN          2-Ethoxyprop-2-yl  oil; IR (film): 1191, 1177, 1131, 1095,                                        1010                                         38 CN          2-n-Propoxyprop-2-yl                                                                              oil; IR (film): 1191, 1175, 1131, 1060,                                        1005                                         39 CN          2-iso-Propoxyprop-2-yl                                                                            oil; IR (film): 1370, 1191, 1172, 1131,                                        998                                          40 CN          2-tert.-Butoxyprop-2-yl                                         41 CN          Methylthiomethyl                                                42 CN          tert.-Butylthiomethyl                                           43 CN          2-Methylthioprop-2-yl                                                                             oil; IR (film): 1436, 1191, 1131, 1114,                                        1016, 998                                    44 CN          2-iso-Propylthioprop-2-yl                                       45 CN          2-tert.-Butylthioprop-2-yl                                                                        oil; IR (film): 1366, 1191, 1132, 1113,                                        1012, 1000                                   46 CN          Methyl                                                          47 CN          Ethyl                                                           48 CN          n-Propyl                                                        49 CN          iso-Propyl         oil; IR (film): 1285, 1258, 1189, 1131,                                        1111, 1069, 1008                             50 CN          n-Butyl                                                         51 CN          iso-Butyl                                                       52 CN          sec.-Butyl                                                      53 CN          tert.-Butyl                                                     54 CN          n-Hexyl                                                         55 CN          n-Decyl                                                         56 CN          Cyclopropyl        oil; IR (film): 1207, 1190, 1130, 1057,                                        1003                                         57 CN          Cyclohexyl                                                      58 CN          Phenylthiomethyl                                                59 CN          2-Phenylthiomethyl                                              60 CN          2-(2'-Chlorophenylthio)prop-2-yl                                61 CN          Ethynyl                                                         62 CN          1-Propynyl                                                      63 CN          Methoxy                                                         64 CN          Ethoxy                                                          65 CN          n-Propoxy                                                       66 CN          iso-Propoxy                                                     67 CN          n-Butoxy                                                        68 CN          iso-Butoxy                                                      69 CN          sec.-Butoxy                                                     70 CN          tert.-Butoxy                                                    71 CN          Methylthio                                                      72 CN          Ethylthio                                                       73 CN          n-Propylthio                                                    74 CN          iso-Propylthio                                                  75 CN          n-Butylthio                                                     76 CN          iso-Butylthio                                                   77 CN          sec.-Butylthio                                                  78 CN          tert.-Butylthio                                                 79 CN          Benzylthio                                                      80 CN          Trifluoromethoxy                                                81 CN          Cyano                                                           82 CN          Amino                                                           83 CN          Methylamino                                                     84 CN          Dimethylamino                                                   85 CN          Ethylamino                                                      86 CN          Diethylamino                                                    87 CN          Di-n-Propylamino                                                88 CN          Di-iso-Propylamino                                              89 CN          Di-n-Butylamino                                                 90 CN          Di-iso-Butylamino                                               91 CN          Acetyl                                                          92 CN          Propion-1-yl                                                    93 CN          Butyr-1-yl                                                      94 CN          iso-Butyr-1-yl                                                  95 CN          Pivaloyl                                                        96 CN          Benzoyl                                                         97 CN          4-Chlorobenzoyl                                                 98 CN          Benzylcarbonyl                                                  99 CN          Methoxycarbonyl                                                 100                                                                               CN          Ethoxycarbonyl                                                  101                                                                               CN          n-Propoxycarbonyl                                               102                                                                               CN          iso-Propoxycarbonyl                                             103                                                                               CN          n-Butoxycarbonyl                                                104                                                                               CN          iso-Butoxycarbonyl                                              105                                                                               CN          sec.-Butoxycarbonyl                                             106                                                                               CN          tert.-Butoxycarbonyl                                            107                                                                               CN          n-Hexoxycarbonyl                                                108                                                                               CN          Phenoxycarbonyl                                                 109                                                                               CN          4-Chlorophenoxycarbonyl                                         110                                                                               CN          Benzyloxycarbonyl                                               111                                                                               CN          Aminocarbonyl                                                   112                                                                               CN          Dimethylaminocarbonyl                                           113                                                                               CN          Diethylaminocarbonyl                                            114                                                                               CN          Di-iso-Propylaminocarbonyl                                      115                                                                               CN          Phenylaminocarbonyl                                             116                                                                               CN          N-Methyl-N-Phenylaminocarbonyl                                  117                                                                               CN          Phenyl             oil; IR (film): 1245, 1127, 1024, 1015,                                        767, 750                                     118                                                                               CN          2-Fluorophenyl                                                  119                                                                               CN          3-Fluorophenyl                                                  120                                                                               CN          4-Fluorophenyl                                                  121                                                                               CN          Pentafluorophenyl                                               122                                                                               CN          2-Chlorophenyl                                                  123                                                                               CN          3-Chlorophenyl                                                  124                                                                               CN          4-Chlorophenyl                                                  125                                                                               CN          Pentachlorophenyl                                               126                                                                               CN          2,3-Dichlorophenyl                                              127                                                                               CN          2,4-Dichlorophenyl                                              128                                                                               CN          2,5-Dichlorophenyl                                              129                                                                               CN          2,6-Dichlorophenyl                                              130                                                                               CN          3,4-Dichlorophenyl                                              131                                                                               CN          3,5-Dichlorophenyl                                              132                                                                               CN          2,3,4-Trichlorophenyl                                           133                                                                               CN          2,3,5-Trichlorophenyl                                           134                                                                               CN          2,3,6-Trichlorophenyl                                           135                                                                               CN          2,4,5-Trichlorophenyl                                           136                                                                               CN          2,4,6-Trichlorophenyl                                           137                                                                               CN          3,4,5-Trichlorophenyl                                           138                                                                               CN          2,3,4,6-Tetrachlorophenyl                                       139                                                                               CN          2,3,5,6-Tetrachlorophenyl                                       140                                                                               CN          2-Bromophenyl                                                   141                                                                               CN          3-Bromophenyl                                                   142                                                                               CN          4-Bromophenyl                                                   143                                                                               CN          2,4-Dibromophenyl                                               144                                                                               CN          3-Bromo-4-fluorophenyl                                          145                                                                               CN          3-Bromo-4-methoxyphenyl                                         146                                                                               CN          2-Iodophenyl                                                    147                                                                               CN          3-Iodophenyl                                                    148                                                                               CN          4-Iodophenyl                                                    149                                                                               CN          2-Chloro-4-fluorophenyl                                         150                                                                               CN          2-Chloro-5-fluorophenyl                                         151                                                                               CN          2-Chloro-6-fluorophenyl                                         152                                                                               CN          2-Chloro-4-bromophenyl                                          153                                                                               CN          2-Bromo-4-chlorophenyl                                          154                                                                               CN          2-Bromo-4-fluorophenyl                                          155                                                                               CN          3-Bromo-4-chlorophenyl                                          156                                                                               CN          3-Chloro-4-fluorophenyl                                         157                                                                               CN          3-Fluoro-4-chlorophenyl                                         158                                                                               CN          2-Cyanophenyl                                                   159                                                                               CN          3-Cyanophenyl                                                   160                                                                               CN          4-Cyanophenyl                                                   161                                                                               CN          2-Nitrophenyl                                                   162                                                                               CN          3-Nitrophenyl                                                   163                                                                               CN          4-Nitrophenyl                                                   164                                                                               CN          2-Methylphenyl                                                  165                                                                               CN          3-Methylphenyl                                                  166                                                                               CN          4-Methylphenyl                                                  167                                                                               CN          2,4-Dimethylphenyl                                              168                                                                               CN          2,6-Dimethylphenyl                                              169                                                                               CN          3,4-Dimethylphenyl                                              170                                                                               CN          3,5-Dimethylphenyl                                              171                                                                               CN          2,3,4-Trimethylphenyl                                           172                                                                               CN          2,3,5-Trimethylphenyl                                           173                                                                               CN          2,3,6-Trimethylphenyl                                           174                                                                               CN          2,4,5-Trimethylphenyl                                           175                                                                               CN          2,4,6-Trimethylphenyl                                           176                                                                               CN          3,4,5-Trimethylphenyl                                           177                                                                               CN          Pentamethylphenyl                                               178                                                                               CN          2-Ethylphenyl                                                   179                                                                               CN          3-Ethylphenyl                                                   180                                                                               CN          4-Ethylphenyl                                                   181                                                                               CN          3,5-Diethylphenyl                                               182                                                                               CN          2-n-Propylphenyl                                                183                                                                               CN          3-n-Propylphenyl                                                184                                                                               CN          4-n-Propylphenyl                                                185                                                                               CN          2-iso-Propylphenyl                                              186                                                                               CN          3-iso-Propylphenyl                                              187                                                                               CN          4-iso-Propylphenyl                                              188                                                                               CN          2,4-Di-iso-Propylphenyl                                         189                                                                               CN          3,5-Di-iso-Propylphenyl                                         190                                                                               CN          4-n-Butylphenyl                                                 191                                                                               CN          4-sec.-Butylphenyl                                              192                                                                               CN          4-iso-Butylphenyl                                               193                                                                               CN          4-tert.-Butylphenyl                                             194                                                                               CN          3-tert.-Butylphenyl                                             195                                                                               CN          2-tert.-Butylphenyl                                             196                                                                               CN          2,4-Di-tert.-Butylphenyl                                        197                                                                               CN          3,5-Di-tert.-Butylphenyl                                        198                                                                               CN          4-n-Hexylphenyl                                                 199                                                                               CN          4-n-Dodecylphenyl                                               200                                                                               CN          2-Methyl-4-tert.-Butylphenyl                                    201                                                                               CN          2-Methyl-6-tert.-Butylphenyl                                    202                                                                               CN          2-Methyl-4-iso-Propylphenyl                                     203                                                                               CN          2-Methyl-4-Cyclohexylphenyl                                     204                                                                               CN          2-Methyl-4-Phenylphenyl                                         205                                                                               CN          2-Methyl-4-Benzylphenyl                                         206                                                                               CN          2-Methyl-4-Phenoxyphenyl                                        207                                                                               CN          2-Methyl-4-Benzyloxyphenyl                                      208                                                                               CN          2-Methyl-3-Chlorophenyl                                         209                                                                               CN          2-Methyl-4-Chlorophenyl                                         210                                                                               CN          2-Methyl-5-Chlorophenyl                                         211                                                                               CN          2-Methyl-6-Chlorophenyl                                         212                                                                               CN          2-Methyl-4-Fluorophenyl                                         213                                                                               CN          2-Methyl-3-Bromophenyl                                          214                                                                               CN          2-Methyl-4-Bromophenyl                                          215                                                                               CN          2-Methyl-3-Methoxyphenyl                                        216                                                                               CN          2-Methyl-4-Methoxyphenyl                                        217                                                                               CN          2-Methyl-5-methoxyphenyl                                        218                                                                               CN          2-Methyl-6-methoxyphenyl                                        219                                                                               CN          2-Methyl-4-iso-Propoxyphenyl                                    220                                                                               CN          2-Methyl-2,5-dimethoxyphenyl                                    221                                                                               CN          2-Methoxyphenyl                                                 222                                                                               CN          3-Methoxyphenyl                                                 223                                                                               CN          4-Methoxyphenyl                                                 224                                                                               CN          2,3-Dimethoxyphenyl                                             225                                                                               CN          2,4-Dimethoxyphenyl                                             226                                                                               CN          2,5-Dimethoxyphenyl                                             227                                                                               CN          2,6-Dimethoxyphenyl                                             228                                                                               CN          3,4-Dimethoyxphenyl                                             229                                                                               CN          3,5-Dimethoxyphenyl                                             230                                                                               CN          3,6-Dimethoxyphenyl                                             231                                                                               CN          2,3,4-Trimethoxyphenyl                                          232                                                                               CN          2,3,5-Trimethoxyphenyl                                          233                                                                               CN          2,3,6-Trimethoxyphenyl                                          234                                                                               CN          2,4,5-Trimethoxyphenyl                                          235                                                                               CN          2,4,6-Trimethoxyphenyl                                          236                                                                               CN          3,4,5-Trimethoxyphenyl                                          237                                                                               CN          2-Ethoxyphenyl                                                  238                                                                               CN          3-Ethoxyphenyl                                                  239                                                                               CN          4-Ethoxyphenyl                                                  240                                                                               CN          2-iso-Propoxyphenyl                                             241                                                                               CN          3-iso-Propoxyphenyl                                             242                                                                               CN          4-iso-Propoxyphenyl                                             243                                                                               CN          3-tert.-Butoxyphenyl                                            244                                                                               CN          4-tert.-Butoxyphenyl                                            245                                                                               CN          2-Trifluoromethoxyphenyl                                        246                                                                               CN          3-Trifluoromethoxyphenyl                                        247                                                                               CN          4-Trifluoromethoxyphenyl                                        248                                                                               CN          3-(1',1',2',2'-Tetrafluoro)ethoxyphenyl                         249                                                                               CN          4-(1',1',2',2'-Tetrafluoro)ethoxyphenyl                         250                                                                               CN          2-Chloromethylphenyl                                            251                                                                               CN          3-Chloromethylphenyl                                            252                                                                               CN          4-Chloromethylphenyl                                            253                                                                               CN          2-Trifluoromethylphenyl                                         254                                                                               CN          3-Trifluoromethylphenyl                                         255                                                                               CN          4-Trifluoromethylphenyl                                         256                                                                               CN          2-(Methoxyiminomethyl)phenyl                                    257                                                                               CN          3-(Methoxyiminomethyl)phenyl                                    258                                                                               CN          4-(Methoxyiminomethyl)phenyl                                    259                                                                               CN          2-(Ethoxyiminomethyl)phenyl                                     260                                                                               CN          3-(Ethoxyiminomethyl)phenyl                                     261                                                                               CN          4-(Ethoxyiminomethyl)phenyl                                     262                                                                               CN          2-(n-Propoxyiminomethyl)phenyl                                  263                                                                               CN          3-(n-Propoxyiminomethyl)phenyl                                  264                                                                               CN          4-(n-Propoxyiminomethyl)phenyl                                  265                                                                               CN          2-(iso-Propoxyiminomethyl)phenyl                                266                                                                               CN          3-(iso-Propoxyiminomethyl)phenyl                                267                                                                               CN          4-(iso-Propoxyiminomethyl)phenyl                                268                                                                               CN          2-(n-Butoxyiminomethyl)phenyl                                   269                                                                               CN          3-(n-Butoxyiminomethyl)phenyl                                   270                                                                               CN          4-(n-Butoxyiminomethyl)phenyl                                   271                                                                               CN          2-(iso-Butoxyiminomethyl)phenyl                                 272                                                                               CN          3-(iso-Butoxyiminomethyl)phenyl                                 273                                                                               CN          4-(iso-Butoxyiminomethyl)phenyl                                 274                                                                               CN          2-(tert.-Butoxyiminomethyl)phenyl                               275                                                                               CN          3-(tert.-Butoxyiminomethyl)phenyl                               276                                                                               CN          4-(tert.-Butoxyiminomethyl)phenyl                               277                                                                               CN          2-(n-Pentoxyiminomethyl)phenyl                                  278                                                                               CN          3-(n-Pentoxyiminomethyl)phenyl                                  279                                                                               CN          4-(n-Pentoxyiminomethyl)phenyl                                  280                                                                               CN          2-(n-Hexoxyiminomethyl)phenyl                                   281                                                                               CN          3-(n-Hexoxyiminomethyl)phenyl                                   282                                                                               CN          4-(n-Hexoxyiminomethyl)phenyl                                   283                                                                               CN          2-(Allyloxyiminomethyl)phenyl                                   284                                                                               CN          3-(Allyloxyiminomethyl)phenyl                                   285                                                                               CN          4-(Allyloxyiminomethyl)phenyl                                   286                                                                               CN          2-(Benzyloxyiminomethyl)phenyl                                  287                                                                               CN          3-(Benzyloxyiminomethyl)phenyl                                  288                                                                               CN          4-(Benzyloxyiminomethyl)phenyl                                  289                                                                               CN          2-(Methoxyimino-1'-ethyl)phenyl                                 290                                                                               CN          3-(Methoxyimino-1'-ethyl)phenyl                                 291                                                                               CN          4-(Methoxyimino-1'-ethyl)phenyl                                 292                                                                               CN          2-(Ethoxyimino-1'-ethyl)phenyl                                  293                                                                               CN          3-(Ethoxyimino-1'-ethyl)phenyl                                  294                                                                               CN          4-(Ethoxyimino-1'-ethyl)phenyl                                  295                                                                               CN          2-(n-Propoxyimino-1'-ethyl)phenyl                               296                                                                               CN          3-(n-Propoxyimino-1'-ethyl)phenyl                               297                                                                               CN          4-(n-Propoxyimino-1'-ethyl)phenyl                               298                                                                               CN          2-(n-Butoxyamino-1'-ethyl)phenyl                                299                                                                               CN          3-(n-Butoxyamino-1'-ethyl)phenyl                                300                                                                               CN          4-(n-Butoxyamino-1'-ethyl)phenyl                                301                                                                               CN          2-(n-Pentoxyimino-1'-ethyl)phenyl                               302                                                                               CN          3-(n-Pentoxyimino-1'-ethyl)phenyl                               303                                                                               CN          4-(n-Pentoxyimino-1'-ethyl)phenyl                               304                                                                               CN          2-(n-Hexoxyimino-1'-ethyl)phenyl                                305                                                                               CN          3-(n-Hexoxyimino-1'-ethyl)phenyl                                306                                                                               CN          4-(n-Hexoxyimino-1' 40 -ethyl)phenyl                            307                                                                               CN          2-(Allyloxyimino-1'-ethyl)phenyl                                308                                                                               CN          3-(Allyloxyimino-1'-ethyl)phenyl                                309                                                                               CN          4-(Allyloxyimino-1'-ethyl)phenyl                                310                                                                               CN          2-(Benzyloxyimino-1'-ethyl)phenyl                               311                                                                               CN          3-(Benzyloxyimino-1'-ethyl)phenyl                               312                                                                               CN          4-(Benzyloxyimino-1'-ethyl)phenyl                               313                                                                               CN          2-Phenylphenyl                                                  314                                                                               CN          3-Phenylphenyl                                                  315                                                                               CN          4-Phenylphenyl                                                  316                                                                               CN          2-Phenoxyphenyl                                                 317                                                                               CN          3-Phenoxyphenyl                                                 318                                                                               CN          4-Phenoxyphenyl                                                 319                                                                               CN          2-Benzyloxyphenyl                                               320                                                                               CN          3-Benzyloxyphenyl                                               321                                                                               CN          4-Benzyloxyphenyl                                               322                                                                               CN          4-(Imidazol-1'-yl)phenyl                                        323                                                                               CN          4-(Piperazin-1'-yl)phenyl                                       324                                                                               CN          4-(Morpholin-1'-yl)phenyl                                       325                                                                               CN          4-(Piperidin-1'-yl)phenyl                                       326                                                                               CN          4-(Pyridyl-2'-oxy)phenyl                                        327                                                                               CN          2-Cyclopropylphenyl                                             328                                                                               CN          3-Cyclopropylphenyl                                             329                                                                               CN          4-Cyclopropylphenyl                                             330                                                                               CN          3-Cyclohexylphenyl                                              331                                                                               CN          4-Cyclohexylphenyl                                              332                                                                               CN          4-Oxiranylphenyl                                                333                                                                               CN          4-(1',3'-Dioxan-2'-yl)phenyl                                    334                                                                               CN          4-(Tetrahydropyran-2-yloxy)phenyl                               335                                                                               CN          1-Naphthyl                                                      336                                                                               CN          2-Naphthyl                                                      337                                                                               CN          9-Anthryl                                                       338                                                                               CN          1-Naphtoxy                                                      339                                                                               CN          2-Naphtoxy                                                      340                                                                               CN          9-Anthroxy                                                      341                                                                               CN          Phenoxy                                                         342                                                                               CN          2-Chlorophenoxy                                                 343                                                                               CN          3-Chlorophenoxy                                                 344                                                                               CN          4-Chlorophenoxy                                                 345                                                                               CN          4-Methylphenoxy                                                 346                                                                               CN          4-tert.-Butylphenoxy                                            347                                                                               CN          4-Methoxyphenoxy                                                348                                                                               CN          4-Ethoxyphenoxy                                                 349                                                                               CN          4-tert.-Butoxyphenoxy                                           350                                                                               CN          Phenylthio                                                      351                                                                               CN          2-Chlorophenylthio                                              352                                                                               CN          4-Chlorophenylthio                                              353                                                                               CN          Benzyl                                                          354                                                                               CN          2-Methylbenzyl                                                  355                                                                               CN          3-Methylbenzyl                                                  356                                                                               CN          4-Methylbenzyl                                                  357                                                                               CN          4-tert.-Butylbenzyl                                             358                                                                               CN          2-Chlorobenzyl                                                  359                                                                               CN          3-Chlorobenzyl                                                  360                                                                               CN          4-Chlorobenzyl                                                  361                                                                               CN          2,4-Dichlorobenzyl                                              362                                                                               CN          2,6-Dichlorobenzyl                                              363                                                                               CN          2,4,6-Trichlorobenzyl                                           364                                                                               CN          2-Trifluoromethylbenzyl                                         365                                                                               CN          3-Trifluoromethylbenzyl                                         366                                                                               CN          4-Trifluoromethylbenzyl                                         367                                                                               CN          2-Methoxybenzyl                                                 368                                                                               CN          4-Methoxybenzyl                                                 369                                                                               CN          4-tert.-Butoxybenzyl                                            370                                                                               CN          4-Phenoxybenzyl                                                 371                                                                               CN          1-Phenethyl                                                     372                                                                               CN          2-Phenethyl                                                     373                                                                               CN          1-Phenylpropyl                                                  374                                                                               CN          2-Phenylpropyl                                                  375                                                                               CN          3-Phenylpropyl                                                  376                                                                               CN          2-Methyl-2-phenylpropyl                                         377                                                                               CN          2-Methyl-3-phenylpropyl                                         378                                                                               CN          4-Phenylbutyl                                                   379                                                                               CN          2-Phenyl-1-ethenyl                                              380                                                                               CN          1-Phenyl-1-ethenyl                                              381                                                                               CN          1-Phenyl-1-propenyl                                             382                                                                               CN          1-Phenyl-1-propen-2-yl                                          383                                                                               CN          2,2-Diphenylethenyl                                             384                                                                               CN          Phenoxymethyl                                                   385                                                                               CN          2-Pyridyl                                                       386                                                                               CN          3-Pyridyl                                                       387                                                                               CN          4-Pyridyl                                                       388                                                                               CN          2,6-Pyrimidinyl                                                 389                                                                               CN          1,5-Pyrimidinyl                                                 390                                                                               CN          2-Thienyl                                                       391                                                                               CN          3-Thienyl                                                       392                                                                               CN          2-Furyl                                                         393                                                                               CN          3-Furyl                                                         394                                                                               CN          1-Pyrrolyl                                                      395                                                                               CN          1-Imidazolyl                                                    396                                                                               CN          1,2,4-Triazolyl                                                 397                                                                               CN          1,3,4-Triazolyl                                                 398                                                                               CN          4-Thiazolyl                                                     399                                                                               CN          2-Benzothiazolyl                                                400                                                                               CN          2-Pyridyloxy                                                    401                                                                               CN          2-Pyrimidinyloxy                                                402                                                                               CN          2-Pyridylthio                                                   403                                                                               CN          2-Pyrimidinylthio                                               404                                                                               CN          2-Benzothiazolylthio                                            405                                                                               CN          Phenylthiomethyl                                                406                                                                               CN          2-Pyridylmethyl                                                 407                                                                               CN          3-Pyridylmethyl                                                 408                                                                               CN          Furfuryloxy                                                     409                                                                               CN          Thienylmethoxy                                                  410                                                                               CN          3-Isoxazolylmethoxy                                             411                                                                               CN          2-Oxazolymethoxy                                                412                                                                               CN          2-Pyridylmethoxy                                                413                                                                               CN          2'-Furyl-2-ethenyl                                              414                                                                               CN          2'-Thienyl-2-ethenyl                                            415                                                                               CN          3'-Pyridyl-2-ethenyl                                            416                                                                               CN          Oxiranyl                                                        417                                                                               CN          1-Aziridinyl                                                    418                                                                               CN          1-Azetidinyl                                                    419                                                                               CN          1-Pyrrolidinyl                                                  420                                                                               CN          2-Tetrahydrofuryl                                               421                                                                               CN          2-Tetrahydropyranyl                                             422                                                                               CN          3-Tetrahydropyranyl                                             423                                                                               CN          1-Piperidinyl                                                   424                                                                               CN          1-Morpholinyl                                                   425                                                                               CN          1-Piperazinyl                                                   426                                                                               CN          1,3-Dioxan-2-yl                                                 427                                                                               CN          3-Tetrahydrothiopyranyl                                         428                                                                               CN          2-Dihydropyranyloxy                                             429                                                                               CN          2-Tetrahydropyranyloxy                                                                            oil; IR (film): 1205, 1131, 1087, 1047,                                        1004                                         430                                                                               CN          (CH.sub.2 ).sub.4                                               431                                                                               CN          (CH.sub.2).sub.5                                                432                                                                               CN          (CH.sub.2).sub.6                                                433                                                                               CN                                                                          434                                                                               CN                                                                          435                                                                               CN                                                                                          ##STR12##                                                      436                                                                               CN                                                                                          ##STR13##                                                      437                                                                               CN                                                                                          ##STR14##                                                      438                                                                               CN                                                                                          ##STR15##                                                      439                                                                               CN                                                                                          ##STR16##                                                      440                                                                               CN                                                                                          ##STR17##                                                      441                                                                               CN          CF.sub.3                                                        442                                                                               CN          2-Fluoroethyl                                                   443                                                                               CN          2,2,2-Trifluoroethyl                                            444                                                                               CN          Pentafluoroethyl                                                445                                                                               CN          Chloromethyl                                                    446                                                                               CN          Dichloromethyl                                                  447                                                                               CN          Trichloromethyl                                                 448                                                                               CN          2-Chloroethyl                                                   449                                                                               CN          2,2,2-Trichloroethyl                                            450                                                                               CN          Pentachloroethyl                                                451                                                                               CN          Cyclopropyl                                                     452                                                                               CN          Cyclobutyl                                                      453                                                                               CN          Cyclopentyl                                                     454                                                                               CN          Cyclohexyl                                                      455                                                                               CN          1-Methylcyclopropyl                                             456                                                                               CN          2,2-Dimethylcyclopropyl                                         457                                                                               CN          1-Methylcyclohexyl                                              458                                                                               CN          2,2-Difluorocyclopropyl                                         459                                                                               CN          2,2-Dichlorocyclopropyl                                         460                                                                               CN          2,2-Dibromocyclopropyl                                          461                                                                               CN          2,2-Dichloro-3-methylcyclopropyl                                462                                                                               CN          2,2,3,3-Tetrafluorocyclobutyl                                   463                                                                               CN          Ethenyl                                                         464                                                                               CN          1-Propenyl                                                      465                                                                               CN          2-Methyl-1-propenyl                                             466                                                                               CN          4-Methylpent-3-en-1-yl                                          467                                                                               CN          2-Propenyl                                                      468                                                                               CN          2-Butenyl                                                       469                                                                               CN          1-Methyl-2-propenyl                                             470                                                                               CN          3-Methyl-2-butenyl                                              471                                                                               CN          2,2-Difluoroethenyl                                             472                                                                               CN          2,2-Dichloroethenyl                                             473                                                                               CN          3,3,3-Trifluoropropenyl                                         474                                                                               CN          3,3,3-Trichloropropenyl                                         475                                                                               CN          3-Chloro-2-propenyl                                             476                                                                               CN          Cyclopent-1-enyl                                                477                                                                               CN          Cyclopentadienyl                                                478                                                                               CN          Cyclohex-1-enyl                                                 479                                                                               CN          Pentafluorocyclopentadienyl                                     480                                                                               CN          Pentachlorocyclopentadienyl                                     481                                                                               CN          Styryl                                                          482                                                                               CH.sub.3    Methoxymethyl                                                   483                                                                               CH.sub.3    Ethoxymethyl                                                    484                                                                               CH.sub.3    n-Propoxymethyl                                                 485                                                                               CH.sub.3    iso-Propoxymethyl                                               486                                                                               CH.sub.3    tert.-Butoxymethyl                                              487                                                                               CH.sub.3    2-Methoxyprop-2-yl                                              488                                                                               CH.sub.3    2-Ethoxyprop-2-yl                                               489                                                                               CH.sub.3    2-n-Propoxyprop-2-yl                                            490                                                                               CH.sub.3    2-iso-Propoxyprop-2-yl                                          491                                                                               CH.sub.3    2-tert.-Butoxyprop-2-yl                                         492                                                                               CH.sub.3    Methylthiomethyl                                                493                                                                               CH.sub.3    tert.-Butylthiomethyl                                           494                                                                               CH.sub.3    2-Methylthioprop-2-yl                                           495                                                                               CH.sub.3    2-iso-Propylthioprop-2-yl                                       496                                                                               CH.sub.3    2-tert.-Butylthioprop-2-yl                                      497                                                                               CH.sub.3    Methyl                                                          498                                                                               CH.sub.3    Ethyl                                                           499                                                                               CH.sub.3    n-Propyl                                                        500                                                                               CH.sub.3    iso-Propyl                                                      501                                                                               CH.sub.3    n-Butyl                                                         502                                                                               CH.sub.3    iso-Butyl                                                       503                                                                               CH.sub.3    sec.-Butyl                                                      504                                                                               CH.sub.3    tert.-Butyl                                                     505                                                                               CH.sub.3    n-Hexyl                                                         506                                                                               CH.sub.3    n-Decyl                                                         507                                                                               CH.sub.3    Cyclopropyl                                                     508                                                                               CH.sub.3    Cyclohexyl                                                      509                                                                               CH.sub.3    Phenylthiomethyl                                                510                                                                               CH.sub.3    2-Phenylthiomethyl                                              511                                                                               CH.sub.3    2-(2'-Chlorophenylthio)prop-2-yl                                512                                                                               CH.sub.3    Ethynyl                                                         513                                                                               CH.sub.3    1-Propynyl                                                      514                                                                               CH.sub.3    Methoxy                                                         515                                                                               CH.sub.3    Ethoxy                                                          516                                                                               CH.sub.3    n-Propoxy                                                       517                                                                               CH.sub.3    iso-Propoxy                                                     518                                                                               CH.sub.3    n-Butoxy                                                        519                                                                               CH.sub.3    iso-Butoxy                                                      520                                                                               CH.sub.3    sec.-Butoxy                                                     521                                                                               CH.sub.3    tert.-Butoxy                                                    522                                                                               CH.sub.3    Methylthio                                                      523                                                                               CH.sub.3    Ethylthio                                                       524                                                                               CH.sub.3    n-Propylthio                                                    525                                                                               CH.sub.3    iso-Propylthio                                                  526                                                                               CH.sub.3    n-Butylthio                                                     527                                                                               CH.sub.3    iso-Butylthio                                                   528                                                                               CH.sub.3    sec.-Butylthio                                                  529                                                                               CH.sub.3    tert.-Butylthio                                                 530                                                                               CH.sub.3    Benzylthio                                                      531                                                                               CH.sub.3    Trifluoromethoxy                                                532                                                                               CH.sub.3    Cyano                                                           533                                                                               CH.sub.3    Amino                                                           534                                                                               CH.sub.3    Methylamino                                                     535                                                                               CH.sub.3    Dimethylamino                                                   536                                                                               CH.sub.3    Ethylamino                                                      537                                                                               CH.sub.3    Diethylamino                                                    538                                                                               CH.sub.3    Di-n-Propylamino                                                539                                                                               CH.sub.3    Di-iso-Propylamino                                              540                                                                               CH.sub.3    Di-n-Butylamino                                                 541                                                                               CH.sub.3    Di-iso-Butylamino                                               542                                                                               CH.sub.3    Acetyl                                                          543                                                                               CH.sub.3    Propion-1-yl                                                    544                                                                               CH.sub.3    Butyr-1-yl                                                      545                                                                               CH.sub.3    iso-Butyr-1-yl                                                  546                                                                               CH.sub.3    Pivaloyl                                                        547                                                                               CH.sub.3    Benzoyl                                                         548                                                                               CH.sub.3    4-Chlorobenzoyl                                                 549                                                                               CH.sub.3    Benzylcarbonyl                                                  550                                                                               CH.sub.3    Methoxycarbonyl                                                 551                                                                               CH.sub.3    Ethoxycarbonyl                                                  552                                                                               CH.sub.3    n-Propoxycarbonyl                                               553                                                                               CH.sub.3    iso-Propoxycarbonyl                                             554                                                                               CH.sub.3    n-Butoxycarbonyl                                                555                                                                               CH.sub.3    iso-Butoxycarbonyl                                              556                                                                               CH.sub.3    sec.-Butoxycarbonyl                                             557                                                                               CH.sub.3    tert.-Butoxycarbonyl                                            558                                                                               CH.sub.3    n-Hexoxycarbonyl                                                559                                                                               CH.sub.3    Phenoxycarbonyl                                                 560                                                                               CH.sub.3    4-Chlorophenoxycarbonyl                                         561                                                                               CH.sub.3    Benxyloxycarbonyl                                               562                                                                               CH.sub.3    Aminocarbonyl                                                   563                                                                               CH.sub.3    Dimethylaminocarbonyl                                           564                                                                               CH.sub.3    Diethylaminocarbonyl                                            565                                                                               CH.sub.3    Di-iso-Propylaminocarbonyl                                      566                                                                               CH.sub.3    Phenylaminocarbonyl                                             567                                                                               CH.sub.3    N-Methyl-N-Phenylaminocarbonyl                                  568                                                                               CH.sub.3    Phenyl                                                          569                                                                               CH.sub.3    2-Fluorophenyl     oil; IR (film): 1708, 1634, 1257, 1129,                                        761                                          570                                                                               CH.sub.3    3-Fluorophenyl                                                  571                                                                               CH.sub.3    4-Fluorophenyl     m.p.: 67-68° C.;                                                        IR (KBr): 1691, 1629, 1295, 1253, 1132,                                        1037, 848                                    572                                                                               CH.sub.3    Pentafluorophenyl                                               573                                                                               CH.sub.3    2-Chlorophenyl     oil.: --                                     574                                                                               CH.sub.3    3-Chlorophenyl                                                  575                                                                               CH.sub.3    4-Chlorophenyl                                                  576                                                                               CH.sub.3    Pentachlorophenyl                                               577                                                                               CH.sub.3    2,3-Dichlorophenyl                                              578                                                                               CH.sub.3    2,4-Dichlorophenyl oil; IR (film): 1708, 1634, 1256, 1129       579                                                                               CH.sub.3    2,5-Dichlorophenyl m.p.: 80-20° C.;                                                        IR; (KBr): 1704, 1634, 1250, 1132, 934,                                        766                                          580                                                                               CH.sub.3    2,6-Dichlorophenyl                                              581                                                                               CH.sub.3    3,4-Dichlorophenyl                                              582                                                                               CH.sub.3    3,5-Dichlorophenyl m.p.: 87-88° C.;                                                        IR (KBr): 1699, 1303, 1071, 1015, 932,                                         835                                                                            oil; IR (film): 1709, 1627, 1257, 1131,                                        1109                                         583                                                                               CH.sub.3    2,3,4-Trichlorophenyl                                           584                                                                               CH.sub.3    2,3,5-Trichlorophenyl                                           585                                                                               CH.sub.3    2,3,6-Trichlorophenyl                                           586                                                                               CH.sub.3    2,4,5-Trichlorophenyl                                           587                                                                               CH.sub.3    2,4,6-Trichlorophenyl                                           588                                                                               CH.sub.3    3,4,5-Trichlorophenyl                                           589                                                                               CH.sub.3    2,3,4,6-Tetrachlorophenyl                                       590                                                                               CH.sub. 3   2,3,5,6-Tetrachlorophenyl                                       591                                                                               CH.sub.3    2-Bromophenyl                                                   592                                                                               CH.sub.3    3-Bromophenyl      m.p.: 60-2° C.;                                                         IR (KBr): 1708, 1635, 1253, 1129, 1113,                                        933, 773                                     593                                                                               CH.sub.3    4-Bromophenyl      m.p.: 104-6° C.                                                         IR (KBr): 1694, 1620, 1296, 1264, 1035,                                        938                                          594                                                                               CH.sub.3    2,4-Dibromophenyl                                               595                                                                               CH.sub.3    3-Bromo-4-Fluorophenyl                                          596                                                                               CH.sub.3    3-Bromo-4-Methoxyphenyl                                         597                                                                               CH.sub.3    2-Iodophenyl                                                    598                                                                               CH.sub.3    3-Iodophenyl                                                    599                                                                               CH.sub.3    4-Iodophenyl                                                    600                                                                               CH.sub.3    2-Chloro-4-fluorophenyl                                         601                                                                               CH.sub.3    2-Chloro-5-fluorophenyl                                         602                                                                               CH.sub.3    2-Chloro-6-fluorophenyl                                         603                                                                               CH.sub.3    2-Chloro-4-bromophenyl                                          604                                                                               CH.sub.3    2-Bromo-4-chlorophenyl                                          605                                                                               CH.sub.3    2-Bromo-4-fluorophenyl                                          606                                                                               CH.sub.3    3-Bromo-4-chlorophenyl                                          607                                                                               CH.sub.3    3-Chloro-4-fluorophenyl                                         608                                                                               CH.sub.3    3-Fluoro-4-chlorophenyl                                         609                                                                               CH.sub.3    2-Cyanophenyl                                                   610                                                                               CH.sub.3    3-Cyanophenyl                                                   611                                                                               CH.sub.3    4-Cyanophenyl                                                   612                                                                               CH.sub.3    2-Nitrophenyl                                                   613                                                                               CH.sub.3    3-Nitrophenyl                                                   614                                                                               CH.sub.3    4-Nitrophenyl                                                   615                                                                               CH.sub.3    2-Methylphenyl                                                  616                                                                               CH.sub.3    3-Methylphenyl     oil; IR (film): 1709, 1634, 1256, 1129       617                                                                               CH.sub.3    4-Methylphenyl     m.p.: 73-75° C.; IR (KBr): 1696,                                        1625, 1262, 1127, 1037, 930                  618                                                                               CH.sub.3    2,4-Dimethylphenyl                                              619                                                                               CH.sub.3    2,6-Dimethylphenyl                                              620                                                                               CH.sub.3    3,4-Dimethylphenyl                                              621                                                                               CH.sub.3    3,5-Dimethylphenyl                                              622                                                                               CH.sub.3    2,3,4-Trimethylphenyl                                           623                                                                               CH.sub.3    2,3,5-Trimethylphenyl                                           624                                                                               CH.sub.3    2,3,6-Trimethylphenyl                                           625                                                                               CH.sub.3    2,4,5-Trimethylphenyl                                           626                                                                               CH.sub.3    2,4,6-Trimethylphenyl                                           627                                                                               CH.sub.3    3,4,5-Trimethylphenyl                                           628                                                                               CH.sub.3    Pentamethylphenyl                                               629                                                                               CH.sub.3    2-Ethylphenyl                                                   630                                                                               CH.sub.3    3-Ethylphenyl                                                   631                                                                               CH.sub.3    4-Ethylphenyl                                                   632                                                                               CH.sub.3    3,5-Diethylphenyl                                               633                                                                               CH.sub.3    2-n-Propylphenyl                                                634                                                                               CH.sub.3    3-n-Propylphenyl                                                635                                                                               CH.sub.3    4-n-Propylphenyl                                                636                                                                               CH.sub.3    2-iso-Propylphenyl                                              637                                                                               CH.sub.3    3-iso-Propylphenyl                                              638                                                                               CH.sub.3    4-iso-Propylphenyl                                              639                                                                               CH.sub.3    2,4-Di-iso-Propylphenyl                                         640                                                                               CH.sub.3    3,5-Di-iso-Propylphenyl                                         641                                                                               CH.sub.3    4-n-Butylphenyl                                                 642                                                                               CH.sub.3    4-sec.-Butylphenyl                                              643                                                                               CH.sub.3    4-iso-Butylphenyl                                               644                                                                               CH.sub.3    4-tert.-Butylphenyl                                             645                                                                               CH.sub.3    3-tert.-Butylphenyl                                             646                                                                               CH.sub.3    2-tert.-Butylphenyl                                             647                                                                               CH.sub.3    2,4-Di-tert.-Butylphenyl                                        648                                                                               CH.sub.3    3,5-Di-tert.-Butylphenyl                                        649                                                                               CH.sub.3    4-n-Hexylphenyl                                                 650                                                                               CH.sub.3    4-n-Dodecylphenyl                                               651                                                                               CH.sub.3    2-Methyl-4-tert.-Butylphenyl                                    652                                                                               CH.sub.3    2-Methyl-6-tert.-Butylphenyl                                    653                                                                               CH.sub.3    2-Methyl-4-iso-Propylphenyl                                     654                                                                               CH.sub.3    2-Methyl-4-Cyclohexylphenyl                                     655                                                                               CH.sub.3    2-Methyl-4-Phenylphenyl                                         656                                                                               CH.sub.3    2-Methyl-4-Benzylphenyl                                         657                                                                               CH.sub.3    2-Methyl-4-Phenoxyphenyl                                        658                                                                               CH.sub.3    2-Methyl-4-Benzyloxyphenyl                                      659                                                                               CH.sub.3    2-Methyl-3-Chlorophenyl                                         660                                                                               CH.sub.3    2-Methyl-4-Chlorophenyl                                         661                                                                               CH.sub.3    2-Methyl-5-Chlorophenyl                                         662                                                                               CH.sub.3    2-Methyl-6-Chlorophenyl                                         663                                                                               CH.sub.3    2-Methyl-4-Fluorophenyl                                         664                                                                               CH.sub.3    2-Methyl-3-Bromophenyl                                          665                                                                               CH.sub.3    2-Methyl-4-Bromophenyl                                          666                                                                               CH.sub.3    2-Methyl-3-Methoxyphenyl                                        667                                                                               CH.sub.3    2-Methyl-4-Methoxyphenyl                                        668                                                                               CH.sub.3    2-Methyl-5-Methoxyphenyl                                        669                                                                               CH.sub.3    2-Methyl-6-Methoxyphenyl                                        670                                                                               CH.sub.3    2-Methyl-4-iso-Propoxyphenyl                                    671                                                                               CH.sub.3    2-Methyl-2,5-Dimethoxyphenyl                                    672                                                                               CH.sub.3    2-Methoxyphenyl                                                 673                                                                               CH.sub.3    3-Methoxyphenyl    oil; IR (film): 1708, 1634, 1285, 1256,                                        1129, 1111                                   674                                                                               CH.sub.3    4-Methoxyphenyl    oil; IR (film): 1708, 1253, 1129             675                                                                               CH.sub.3    2,3-Dimethoxyphenyl                                             676                                                                               CH.sub.3    2,4-Dimethoxyphenyl                                             677                                                                               CH.sub.3    2,5-Dimethoxyphenyl                                             678                                                                               CH.sub.3    2,6-Dimethoxyphenyl                                             679                                                                               CH.sub.3    3,4-Dimethoxyphenyl                                             680                                                                               CH.sub.3    3,5-Dimethoxyphenyl                                             681                                                                               CH.sub.3    3,6-Dimethoxyphenyl                                             682                                                                               CH.sub.3    2,3,4-Trimethoxyphenyl                                          683                                                                               CH.sub.3    2,3,5-Trimethoxyphenyl                                          684                                                                               CH.sub.3    2,3,6-Trimethoxyphenyl                                          685                                                                               CH.sub.3    2,4,5-Trimethoxyphenyl                                          686                                                                               CH.sub.3    2,4,6-Trimethoxyphenyl                                          687                                                                               CH.sub.3    3,4,5-Trimethoxyphenyl                                          688                                                                               CH.sub.3    2-Ethoxyphenyl                                                  689                                                                               CH.sub.3    3-Ethoxyphenyl                                                  690                                                                               CH.sub.3    4-Ethoxyphenyl                                                  691                                                                               CH.sub.3    2-iso-Propoxyphenyl                                             692                                                                               CH.sub.3    3-iso-Propoxyphenyl                                             693                                                                               CH.sub.3    4-iso-Propoxyphenyl                                             694                                                                               CH.sub.3    3-tert.-Butoxyphenyl                                            695                                                                               CH.sub.3    4-tert.-Butoxyphenyl                                            696                                                                               CH.sub.3    2-Trifluoromethoxyphenyl                                        697                                                                               CH.sub.3    3-Trifluoromethoxyphenyl                                        698                                                                               CH.sub.3    4-Trifluoromethoxyphenyl                                        699                                                                               CH.sub.3    3-(1',1',2',2'-Tetrafluoro)ethoxyphenyl                         700                                                                               CH.sub.3    4-(1',1',2',2'-Tetrafluoro)ethoxyphenyl                         701                                                                               CH.sub.3    2-Chloromethylphenyl                                            702                                                                               CH.sub.3    3-Chloromethylphenyl                                            703                                                                               CH.sub.3    4-Chloromethylphenyl                                            704                                                                               CH.sub.3    2-Trifluoromethylphenyl                                                                           oil; IR (film): 1705, 1634, 1313, 1130,                                        1107, 767                                    705                                                                               CH.sub.3    3-Trifluoromethylphenyl                                                                           oil; IR (film): 1710, 1635, 1276, 1128       706                                                                               CH.sub.3    4-Trifluoromethylphenyl                                                                           m.p.: 104-5° C.; IR (KBr): 1697,                                        1628, 1323, 1123                             707                                                                               CH.sub.3    2-(Methoxyiminomethyl)phenyl                                    708                                                                               CH.sub.3    3-(Methoxyiminomethyl)phenyl                                    709                                                                               CH.sub.3    4-(Methoxyiminomethyl)phenyl                                    710                                                                               CH.sub.3    2-(Ethoxyiminomethyl)phenyl                                     711                                                                               CH.sub.3    3-(Ethoxyiminomethyl)phenyl                                     712                                                                               CH.sub.3    4-(Ethoxyiminomethyl)phenyl                                     713                                                                               CH.sub.3    2-(n-Propoxyiminomethyl)phenyl                                  714                                                                               CH.sub.3    3-(n-Propoxyiminomethyl)phenyl                                  715                                                                               CH.sub.3    4-(n-Propoxyiminomethyl)phenyl                                  716                                                                               CH.sub.3    2-(iso-Propoxyiminomethyl)phenyl                                717                                                                               CH.sub.3    3-(iso-Propoxyiminomethyl)phenyl                                718                                                                               CH.sub.3    4-(iso-Propoxyiminomethyl)phenyl                                719                                                                               CH.sub.3    2-(n-Butoxyiminomethyl)phenyl                                   720                                                                               CH.sub.3    3-(n-Butoxyiminomethyl)phenyl                                   721                                                                               CH.sub.3    4-(n-Butoxyiminomethyl)phenyl                                   722                                                                               CH.sub.3    2-(iso-Butoxyiminomethyl)phenyl                                 723                                                                               CH.sub.3    3-(iso-Butoxyiminomethyl)phenyl                                 724                                                                               CH.sub.3    4-(iso-Butoxyiminomethyl)phenyl                                 725                                                                               CH.sub.3    2-(tert.-Butoxyiminomethyl)phenyl                               726                                                                               CH.sub.3    3-(tert.-Butoxyiminomethyl)phenyl                               727                                                                               CH.sub.3    4-(tert.-Butoxyiminomethyl)phenyl                               728                                                                               CH.sub.3    2-(n-Pentoxyiminomethyl)phenyl                                  729                                                                               CH.sub.3    3-(n-Pentoxyiminomethyl)phenyl                                  730                                                                               CH.sub.3    4-(n-Pentoxyiminomethyl)phenyl                                  731                                                                               CH.sub.3    2-(n-Hexoxyiminomethyl)phenyl                                   732                                                                               CH.sub.3    3-(n-Hexoxyiminomethyl)phenyl                                   733                                                                               CH.sub.3    4-(n-Hexoxyiminomethyl)phenyl                                   734                                                                               CH.sub.3    2-(Allyloxyiminomethyl)phenyl                                   735                                                                               CH.sub.3    3-(Allyloxyiminomethyl)phenyl                                   736                                                                               CH.sub.3    4-(Allyloxyiminomethyl)phenyl                                   737                                                                               CH.sub.3    2-(Benzyloxyiminomethyl)phenyl                                  738                                                                               CH.sub.3    3-(Benzyloxyiminomethyl)phenyl                                  739                                                                               CH.sub.3    4-(Benzyloxyiminomethyl)phenyl                                  740                                                                               CH.sub.3    2-(Methoxyimino-1'-ethyl)phenyl                                 741                                                                               CH.sub.3    3-(Methoxyimino-1'-ethyl)phenyl                                 742                                                                               CH.sub.3    4-(Methoxyimino-1'-ethyl)phenyl                                 743                                                                               CH.sub.3    2-(Ethoxyimino-1'-ethyl)phenyl                                  744                                                                               CH.sub.3    3-(Ethoxyimino-1'-ethyl)phenyl                                  745                                                                               CH.sub.3    4-(Ethoxyimino-1'-ethyl)phenyl                                  746                                                                               CH.sub.3    2-(n-Propoxyimino-1'-ethyl)phenyl                               747                                                                               CH.sub.3    3-(n-Propoxyimino-1'-ethyl)phenyl                               748                                                                               CH.sub.3    4-(n-Propoxyimino-1'-ethyl)phenyl                               749                                                                               CH.sub.3    2-(n-Butoxyamino-1'-ethyl)phenyl                                750                                                                               CH.sub.3    3-(n-Butoxyamino-1'-ethyl)phenyl                                751                                                                               CH.sub.3    4-(n-Butoxyamino-1'-ethyl)phenyl                                752                                                                               CH.sub.3    2-(n-Pentoxyimino-1'-ethyl)phenyl                               753                                                                               CH.sub.3    3-(n-Pentoxyimino-1'-ethyl)phenyl                               754                                                                               CH.sub.3    4-(n-Pentoxyimino-1'-ethyl)phenyl                               755                                                                               CH.sub.3    2-(n-Hexoxyimino-1'-ethyl)phenyl                                756                                                                               CH.sub.3    3-(n-Hexoxyimino-1'-ethyl)phenyl                                757                                                                               CH.sub.3    4-(n-Hexoxyimino-1'-ethyl)phenyl                                758                                                                               CH.sub.3    2-(Allyloxyimino-1'-ethyl)phenyl                                759                                                                               CH.sub.3    3-(Allyloxyimino-1'-ethyl)phenyl                                760                                                                               CH.sub.3    4-(Allyloxyimino-1'-ethyl)phenyl                                761                                                                               CH.sub.3    2-(Benzyloxyimino-1'-ethyl)phenyl                               762                                                                               CH.sub.3    3-(Benzyloxyimino-1'-ethyl)phenyl                               763                                                                               CH.sub.3    4-(Benzyloxyimino-1'-ethyl)phenyl                               764                                                                               CH.sub.3    2-Phenylphenyl                                                  765                                                                               CH.sub.3    3-Phenylphenyl                                                  766                                                                               CH.sub.3    4-Phenylphenyl                                                  767                                                                               CH.sub.3    2-Phenoxyphenyl                                                 768                                                                               CH.sub.3    3-Phenoxyphenyl                                                 769                                                                               CH.sub.3    4-Phenoxyphenyl    oil; IR (film): 1708, 1489, 1240, 1129       770                                                                               CH.sub.3    2-Benzyloxyphenyl                                               771                                                                               CH.sub.3    3-Benzyloxyphenyl                                               772                                                                               CH.sub.3    4-Benzyloxyphenyl                                               773                                                                               CH.sub.3    4-(Imidazol-1'-yl)phenyl                                        774                                                                               CH.sub.3    4-(Piperazin-1'-yl)phenyl                                       775                                                                               CH.sub.3    4-(Morpholin-1'-yl)phenyl                                       776                                                                               CH.sub.3    4-(Piperidin-1'-yl)phenyl                                       777                                                                               CH.sub.3    4-(Pyridyl-2'-oxy)phenyl                                        778                                                                               CH.sub.3    2-Cyclopropylphenyl                                             779                                                                               CH.sub.3    3-Cyclopropylphenyl                                             780                                                                               CH.sub.3    4-Cyclopropylphenyl                                             781                                                                               CH.sub.3    3-Cyclohexylphenyl                                              782                                                                               CH.sub.3    4-Cyclohexylphenyl                                              783                                                                               CH.sub.3    4-Oxiranylphenyl                                                784                                                                               CH.sub.3    4-(1',3'-Dioxan-2'-yl)phenyl                                    785                                                                               CH.sub.3    4-(Tetrahydropyran-2-yloxyl)phenyl                              786                                                                               CH.sub.3    1-Naphthyl                                                      787                                                                               CH.sub.3    2-Naphthyl                                                      788                                                                               CH.sub.3    9-Anthryl                                                       789                                                                               CH.sub.3    1-Naphthoxy                                                     790                                                                               CH.sub.3    2-Naphthoxy                                                     791                                                                               CH.sub.3    9-Anthroxy                                                      792                                                                               CH.sub.3    Phenoxy                                                         793                                                                               CH.sub.3    2-Chlorophenoxy                                                 794                                                                               CH.sub.3    3-Chlorophenoxy                                                 795                                                                               CH.sub.3    4-Chlorophenoxy                                                 796                                                                               CH.sub.3    4-Methylphenoxy                                                 797                                                                               CH.sub.3    4-tert.-Butylphenoxy                                            798                                                                               CH.sub.3    4-Methoxyphenoxy                                                799                                                                               CH.sub.3    4-Ethoxyphenoxy                                                 800                                                                               CH.sub. 3   4-tert.-Butoxyphenoxy                                           801                                                                               CH.sub.3    Phenylthio                                                      802                                                                               CH.sub.3    2-Chlorophenylthio                                              803                                                                               CH.sub.3    4-Chlorophenylthio                                              804                                                                               CH.sub.3    Benzyl                                                          805                                                                               CH.sub.3    2-Methylbenzyl                                                  806                                                                               CH.sub.3    3-Methylbenzyl                                                  807                                                                               CH.sub.3    4-Methylbenzyl                                                  808                                                                               CH.sub.3    4-tert.-Butylbenzyl                                             809                                                                               CH.sub.3    2-Chlorobenzyl                                                  810                                                                               CH.sub.3    3-Chlorobenzyl                                                  811                                                                               CH.sub.3    4-Chlorobenzyl                                                  812                                                                               CH.sub.3    2,4-Dichlorobenzyl                                              813                                                                               CH.sub.3    2,6-Dichlorobenzyl                                              814                                                                               CH.sub.3    2,4,6-Trichlorobenzyl                                           815                                                                               CH.sub.3    2-Trifluoromethylbenzyl                                         816                                                                               CH.sub.3    3-Trifluoromethylbenzyl                                         817                                                                               CH.sub.3    4-Trifluoromethylbenzyl                                         818                                                                               CH.sub.3    2-Methoxybenzyl                                                 819                                                                               CH.sub.3    4-Methoxybenzyl                                                 820                                                                               CH.sub.3    4-tert.-Butoxybenzyl                                            821                                                                               CH.sub.3    4-Phenoxybenzyl                                                 822                                                                               CH.sub.3    1-Phenethyl                                                     823                                                                               CH.sub.3    2-Phenethyl                                                     824                                                                               CH.sub.3    1-Phenylpropyl                                                  825                                                                               CH.sub.3    2-Phenylpropyl                                                  826                                                                               CH.sub.3    3-Phenylpropyl                                                  827                                                                               CH.sub.3    2-Methyl-2-phenylpropyl                                         828                                                                               CH.sub.3    2-Methyl-3-phenylpropyl                                         829                                                                               CH.sub.3    4-Phenylbutyl                                                   830                                                                               CH.sub.3    2-Phenyl-1-ethenyl                                              831                                                                               CH.sub.3    1-Phenyl-1-ethenyl                                              832                                                                               CH.sub.3    1-Phenyl-1-propenyl                                             833                                                                               CH.sub.3    1-Phenyl-1-propen-2-yl                                          834                                                                               CH.sub.3    2,2-Diphenylethenyl                                             835                                                                               CH.sub.3    Phenoxymethyl                                                   836                                                                               CH.sub.3    2-Pyridyl                                                       837                                                                               CH.sub.3    3-Pyridyl                                                       838                                                                               CH.sub.3    4-Pyridyl                                                       839                                                                               CH.sub.3    2,6-Pyrimidinyl                                                 840                                                                               CH.sub.3    1,5-Pyrimidinyl                                                 841                                                                               CH.sub.3    2-Thienyl                                                       842                                                                               CH.sub.3    3-Thienyl                                                       843                                                                               CH.sub.3    2-Furyl                                                         844                                                                               CH.sub.3    3-Furyl                                                         845                                                                               CH.sub.3    1-Pyrrolyl                                                      846                                                                               CH.sub.3    1-Imidazolyl                                                    847                                                                               CH.sub.3    1,2,4-Triazolyl                                                 848                                                                               CH.sub.3    1,3,4-Triazolyl                                                 849                                                                               CH.sub.3    4-Thiazolyl                                                     850                                                                               CH.sub. 3   2-Benzothiazolyl                                                851                                                                               CH.sub.3    2-Pyridyloxy                                                    852                                                                               CH.sub.3    2-Pyrimidinyloxy                                                853                                                                               CH.sub.3    2-Pyridylthio                                                   854                                                                               CH.sub.3    2-Pyrimidinylthio                                               855                                                                               CH.sub.3    2-Benzothiazolylthio                                            856                                                                               CH.sub.3    Phenylthiomethyl                                                857                                                                               CH.sub.3    2-Pyridylmethyl                                                 858                                                                               CH.sub.3    3-Pyridylmethyl                                                 859                                                                               CH.sub.3    Furfuryloxy                                                     860                                                                               CH.sub.3    Thienylmethoxy                                                  861                                                                               CH.sub.3    3-Isoxazolylmethoxy                                             862                                                                               CH.sub.3    2-Oxazolylmethoxy                                               863                                                                               CH.sub.3    2-Pyridylmethoxy                                                864                                                                               CH.sub.3    2'-Furyl-2-ethenyl                                              865                                                                               CH.sub.3    2'-Thienyl-2-ethenyl                                            866                                                                               CH.sub.3    3'-Pyridyl-2-ethenyl                                            867                                                                               CH.sub.3    Oxiranyl                                                        868                                                                               CH.sub.3    1-Aziridinyl                                                    869                                                                               CH.sub.3    1-Azetidinyl                                                    870                                                                               CH.sub.3    1-Pyrrolidinyl                                                  871                                                                               CH.sub.3    2-Tetrahydrofuryl                                               872                                                                               CH.sub.3    2-Tetrahydropyranyl                                             873                                                                               CH.sub.3    3-Tetrahydropyranyl                                             874                                                                               CH.sub.3    1-Piperidinyl                                                   875                                                                               CH.sub.3    1-Morpholinyl                                                   876                                                                               CH.sub.3    1-Piperazinyl                                                   877                                                                               CH.sub.3    1,3-Dioxan-2-yl                                                 878                                                                               CH.sub.3    3-Tetrahydrothiopyranyl                                         879                                                                               CH.sub.3    2-Dihydropyranyloxy                                             880                                                                               CH.sub.3    2-Tetrahydropyranyloxy                                          881                                                                               CH.sub.3    CF.sub.3                                                        882                                                                               CH.sub.3    2-Fluoroethyl                                                   883                                                                               CH.sub.3    2,2,2-Trifluoroethyl                                            884                                                                               CH.sub.3    Pentafluoroethyl                                                885                                                                               CH.sub.3    Chloromethyl                                                    886                                                                               CH.sub.3    Dichloromethyl                                                  887                                                                               CH.sub.3    Trichloromethyl                                                 888                                                                               CH.sub.3    2-Chloroethyl                                                   889                                                                               CH.sub.3    2,2,2-Trichloroethyl                                            890                                                                               CH.sub.3    Pentachloroethyl                                                891                                                                               CH.sub.3    Cyclopropyl                                                     892                                                                               CH.sub.3    Cyclobutyl                                                      893                                                                               CH.sub.3    Cyclopentyl                                                     894                                                                               CH.sub.3    Cyclohexyl                                                      895                                                                               CH.sub.3    1-Methylcyclopropyl                                             896                                                                               CH.sub.3    2,2-Dimethylcyclopropyl                                         897                                                                               CH.sub.3    1-Methylcyclohexyl                                              898                                                                               CH.sub.3    2,2-Difluorocyclopropyl                                         899                                                                               CH.sub. 3   2,2-Dichlorocyclopropyl                                         900                                                                               CH.sub.3    2,2-Dibromocyclopropyl                                          901                                                                               CH.sub.3    2,2-Dichloro-3-methylcyclopropyl                                902                                                                               CH.sub.3    2,2,3,3-Tetrafluorocyclobutyl                                   903                                                                               CH.sub.3    Ethenyl                                                         904                                                                               CH.sub.3    1-Propenyl                                                      905                                                                               CH.sub.3    2-Methyl-1-propenyl                                             906                                                                               CH.sub.3    4-Methylpent-3-en-1-yl                                          907                                                                               CH.sub.3    2-Propenyl                                                      908                                                                               CH.sub.3    2-Butenyl                                                       909                                                                               CH.sub.3    1-Methyl-2-propenyl                                             910                                                                               CH.sub.3    3-Methyl-2-butenyl                                              911                                                                               CH.sub.3    2,2-Difluoroethenyl                                             912                                                                               CH.sub.3    2,2-Dichloroethenyl                                             913                                                                               CH.sub.3    3,3,3-Trifluoropropenyl                                         914                                                                               CH.sub.3    3,3,3-Trichloropropenyl                                         915                                                                               CH.sub.3    3-Chloro-2-propenyl                                             916                                                                               CH.sub.3    Cyclopent-1-enyl                                                917                                                                               CH.sub.3    Cyclopentadienyl                                                918                                                                               CH.sub.3    Cyclohex-1-enyl                                                 919                                                                               CH.sub.3    Pentafluorocyclopentadienyl                                     920                                                                               CH.sub.3    Pentachlorocyclopentadienyl                                     921                                                                               Phenyl      Phenyl                                                          922                                                                               Phenyl      2-Fluorophenyl                                                  923                                                                               Phenyl      4-Fluorophenyl                                                  924                                                                               Phenyl      2-Chlorophenyl                                                  925                                                                               Phenyl      3-Chlorophenyl                                                  926                                                                               Phenyl      4-Chlorophenyl                                                  927                                                                               Phenyl      3,4-Dichlorophenyl                                              928                                                                               Phenyl      4-Nitrophenyl                                                   929                                                                               Phenyl      2-CF.sub.3 -Phenyl                                              930                                                                               Phenyl      3-CF.sub.3 -Phenyl                                              931                                                                               Phenyl      4-CF.sub.3 -Phenyl                                              932                                                                               Phenyl      2-Methylphenyl                                                  933                                                                               Phenyl      3-Methylphenyl                                                  934                                                                               Phenyl      4-Methylphenyl                                                  935                                                                               Phenyl      2,4-Dimethylphenyl                                              936                                                                               Phenyl      4-tert.-Butylphenyl                                             937                                                                               Phenyl      4-Methoxyphenyl                                                 938                                                                               4-Fluorophenyl                                                                             4-Fluorophenyl                                                  939                                                                               2-Fluorophenyl                                                                             4-Fluorophenyl                                                  940                                                                               2-Chlorophenyl                                                                             4-Fluorophenyl                                                  941                                                                               2-Chlorophenyl                                                                             2-Chlorophenyl                                                  942                                                                               3-Chlorophenyl                                                                             3-Chlorophenyl                                                  943                                                                               4-Chlorophenyl                                                                             4-Chlorophenyl                                                  944                                                                               2-Chlorophenyl                                                                             4-Chlorophenyl                                                  945                                                                               4-Methoxyphenyl                                                                            4-Methoxyphenyl                                                 946                                                                               4-Dimethylaminophenyl                                                                      4-Dimethylaminophenyl                                           947                                                                               Phenyl      Naphthyl                                                        948                                                                               Ethyl       Ethyl                                                           949                                                                               Ethyl       n-Propyl                                                        950                                                                               Ethyl       iso-Propyl                                                      951                                                                               Ethyl       n-Butyl                                                         952                                                                               Ethyl       iso-Butyl                                                       953                                                                               Ethyl       2-Methyl-butyl                                                  954                                                                               Ethyl       Benzyl                                                          955                                                                               n-Propyl    n-Propyl                                                        956                                                                               iso-Propyl  iso-Propyl                                                      957                                                                               n-Butyl     n-Butyl                                                         958                                                                               iso-Butyl   iso-Butyl                                                       959                                                                               tert.-Butyl tert.-Butyl                                                     960                                                                               Benzyl      Benzyl                                                          961                                                                               Pentachloroethyl                                                                           Pentachloroethyl                                                962                                                                               n-Hexyl     n-Hexyl                                                         963                                                                               Ethoxycarbonyl                                                                             Ethoxycarbonyl                                                  964                                                                               Phenyl      Phenyl                                                          965                                                                               Ethyl       Phenyl                                                          966                                                                               n-Butyl     Phenyl                                                          967                                                                               Styryl      Styryl                                                          968                                                                               2-Pyridyl   2-Pyridyl                                                       969                                                                               3-Pyridyl   3-Pyridyl                                                       970                                                                               CH.sub.3    3,5-Dibenzyloxyphenyl                                                                             IR (film): 1707, 1581, 1256, 1157,           __________________________________________________________________________                                       1129                                    

                                      TABLE II                                     __________________________________________________________________________      ##STR18##                                                                     No.                                                                               R.sup.3  R.sup.4           Data                                             __________________________________________________________________________     1  Cl       Phenyl                                                             2  Cl       Cyano                                                              3  Cl       Ethoxycarbonyl                                                     4  Cl       Cyclopropyl                                                        5  CF.sub.3 CF.sub.3                                                           6  CF.sub.3 Phenyl                                                             7  CCl.sub.3                                                                               CCl.sub.3                                                          8  CCl.sub.3                                                                               Phenyl                                                             9  CH.sub.2 Cl                                                                             Phenyl                                                             10 CF.sub.2 CH.sub.3                                                                       Phenyl                                                             11 CF.sub.2 Cl                                                                             Phenyl                                                             12 CHCl.sub.2                                                                              Phenyl                                                             13 Cyclopropyl                                                                             Cyclopropyl                                                        14 Cyclopropyl                                                                             Phenyl            oil; IR (film): 1437, 1321, 1219, 1045,                                        983, 766                                         15 Cyclopropyl                                                                             4-Fluorophenyl    oil; IR (film): 1508, 1321, 1222, 1046,                                        985, 839                                         16 Cyclopropyl                                                                             4-Chlorophenyl    oil; IR (film): 1489. 1321, 1218, 1090,                                        1046, 829                                        17 Cyclopropyl                                                                             4-Methoxyphenyl   oil; IR (film): 1300, 1250, 1218, 983, 833       18 Cyclopropyl                                                                             4-Ethoxyphenyl                                                     19 Cyclopropyl                                                                             4-Phenoxyphenyl                                                    20 Cyclopropyl                                                                             Pentchlorophenyl                                                   21 Cyclopropyl                                                                             Pentafluorophenyl                                                  22 Cyclopentyl                                                                             Phenyl                                                             23 Cyclohexyl                                                                              Phenyl                                                             24 Phenyl   2,2-Dichloro-1-methylcyclopropyl                                   25 Phenyl   2,2-Difluorocyclopropyl                                            26 Phenyl   2,2-Dichlorocyclopropyl                                            27 Phenyl   2,2-Dibromocyclopropyl                                             28 Phenyl   2,2,3,3-Tetrafluorocyclobutyl                                      29 Phenyl   2,2-Dimethylcyclopropyl                                            30 Phenyl   1-Methylcyclohexyl                                                 31 CN       Methoxymethyl                                                      32 CN       Ethoxymethyl                                                       33 CN       n-Propoxymethyl                                                    34 CN       iso-Propoxymethyl                                                  35 CN       tert.-Butoxymethyl                                                 36 CN       2-Methoxyprop-2-yl                                                                               m.p.: 83° C.;                                                           IR (KBr): 1437, 1223, 1206, 1069, 1006           37 CN       2-Ethoxyprop-2-yl oil; IR (film): 1439, 3122, 1221, 1202,                                        1048                                             38 CN       2-n-Propoxyprop-2-yl                                                                             oil; IR (film): 1438, 1322, 1221, 1203,                                        1048                                             39 CN       2-iso-Propoxyprop-2-yl                                                                           m.p.: 74-5° C.                                                          IR (KBr): 1302, 1231, 1169, 1108, 1079,                                        997, 757                                         40 CN       2-tert.-Butoxyprop-2-yl                                            41 CN       Methylthiomethyl                                                   42 CN       tert.-Butylthiomethyl                                              43 CN       2-Methylthioprop-2-yl                                                                            m.p.: 107° C.;                                                          IR (KBr): 1434, 1297, 1126, 1066, 1010,                                        769                                              44 CN       2-iso-Propylthioprop-2-yl                                                                        oil; IR (film): 1438, 1366, 1321, 1221,                                        1202                                             45 CN       2-tert.-Butylthioprop-2-yl                                         46 CN       Methyl                                                             47 CN       Ethyl                                                              48 CN       n-Propyl                                                           49 CN       iso-Propyl        oil; IR (film): 1439, 1321, 1222, 1012,                                        767                                              50 CN       n-Butyl                                                            51 CN       iso-Butyl                                                          52 CN       sec.-Butyl                                                         53 CN       tert.-Butyl                                                        54 CN       n-Hexyl                                                            55 CN       n-Decyl                                                            56 CN       Cyclopropyl       m.p.: 74-75° C.; IR (KBr): 1433,                                        1223, 1043, 763                                  57 CN       Cyclohexyl                                                         58 CN       Phenylthiomethyl                                                   59 CN       2-Phenylthiomethyl                                                 60 CN       2-(2'-Chlorophenylthio)prop-2-yl                                   61 CN       Ethynyl                                                            62 CN       1-Propynyl                                                         63 CN       Methoxy                                                            64 CN       Ethoxy                                                             65 CN       n-Propoxy                                                          66 CN       iso-Propoxy                                                        67 CN       n-Butoxy                                                           68 CN       iso-Butoxy                                                         69 CN       sec.-Butoxy                                                        70 CN       tert.-Butoxy                                                       71 CN       Methylthio                                                         72 CN       Ethylthio                                                          73 CN       n-Propylthio                                                       74 CN       iso-Propylthio                                                     75 CN       n-Butylthio                                                        76 CN       iso-Butylthio                                                      77 CN       sec.-Butylthio                                                     78 CN       tert.-Butylthio                                                    79 CN       Benzylthio                                                         80 CN       Trifluoromethoxy                                                   81 CN       Cyano                                                              82 CN       Amino                                                              83 CN       Methylamino                                                        84 CN       Dimethylamino                                                      85 CN       Ethylamino                                                         86 CN       Diethylamino                                                       87 CN       Di-n-Propylamino                                                   88 CN       Di-iso-Propylamino                                                 89 CN       Di-n-Butylamino                                                    90 CN       Di-iso-Butylamino                                                  91 CN       Acetyl                                                             92 CN       Propion-1-yl                                                       93 CN       Butyr-1-yl                                                         94 CN       iso-Butyr-1-yl                                                     95 CN       Pivaloyl                                                           96 CN       Benzoyl                                                            97 CN       4-Chlorobenzoyl                                                    98 CN       Benzylcarbonyl                                                     99 CN       Methoxycarbonyl                                                    100                                                                               CN       Ethoxycarbonyl                                                     101                                                                               CN       n-Propoxycarbonyl                                                  102                                                                               CN       iso-Propoxycarbonyl                                                103                                                                               CN       n-Butoxycarbonyl                                                   104                                                                               CN       iso-Butoxycarbonyl                                                 105                                                                               CN       sec.-Butoxycarbonyl                                                106                                                                               CN       tert.-Butoxycarbonyl                                               107                                                                               CN       n-Hexoxycarbonyl                                                   108                                                                               CN       Phenoxycarbonyl                                                    109                                                                               CN       4-Chlorophenoxycarbonyl                                            110                                                                               CN       Benzyloxycarbonyl                                                  111                                                                               CN       Aminocarbonyl                                                      112                                                                               CN       Dimethylaminocarbonyl                                              113                                                                               CN       Diethylaminocarbonyl                                               114                                                                               CN       Di-iso-Propylaminocarbonyl                                         115                                                                               CN       Phenylaminocarbonyl                                                116                                                                               CN       N-Methyl-N-Phenylaminocarbonyl                                     117                                                                               CN       Phenyl            m.p.: 99-100° C.;                                                       IR (KBr): 1436, 1215, 1208, 1097, 1026,                                        944, 766, 690                                    118                                                                               CN       2-Fluorophenyl                                                     119                                                                               CN       3-Fluorophenyl                                                     120                                                                               CN       4-Fluorophenyl                                                     121                                                                               CN       Pentafluorophenyl                                                  122                                                                               CN       2-Chlorophenyl                                                     123                                                                               CN       3-Chlorophenyl                                                     124                                                                               CN       4-Chlorophenyl                                                     125                                                                               CN       Pentachlorophenyl                                                  126                                                                               CN       2,3-Dichlorophenyl                                                 127                                                                               CN       2,4-Dichlorophenyl                                                 128                                                                               CN       2,5-Dichlorophenyl                                                 129                                                                               CN       2,6-Dichlorophenyl                                                 130                                                                               CN       3,4-Dichlorophenyl                                                 131                                                                               CN       3,5-Dichlorophenyl                                                 132                                                                               CN       2,3,4-Trichlorophenyl                                              133                                                                               CN       2,3,5-Trichlorophenyl                                              134                                                                               CN       2,3,6-Trichlorophenyl                                              135                                                                               CN       2,4,5-Trichlorophenyl                                              136                                                                               CN       2,4,6-Trichlorophenyl                                              137                                                                               CN       3,4,5-Trichlorophenyl                                              138                                                                               CN       2,3,4,6-Tetrachlorophenyl                                          139                                                                               CN       2,3,5-6-Tetrachlorophenyl                                          140                                                                               CN       2-Bromophenyl                                                      141                                                                               CN       3-Bromophenyl                                                      142                                                                               CN       4-Bromophenyl                                                      143                                                                               CN       2,4-Dibromophenyl                                                  144                                                                               CN       3-Bromo-4-fluorophenyl                                             145                                                                               CN       3-Bromo-4-methoxyphenyl                                            146                                                                               CN       2-Iodophenyl                                                       147                                                                               CN       3-Iodophenyl                                                       148                                                                               CN       4-Iodophenyl                                                       149                                                                               CN       2-Chloro-4-fluorophenyl                                            150                                                                               CN       2-Chloro-5-fluorophenyl                                            151                                                                               CN       2-Chloro-6-fluorophenyl                                            152                                                                               CN       2-Chloro-4-bromophenyl                                             153                                                                               CN       2-Bromo-4-chlorophenyl                                             154                                                                               CN       2-Bromo-4-fluorophenyl                                             155                                                                               CN       3-Bromo-4-chlorophenyl                                             156                                                                               CN       3-Chloro-4-fluorophenyl                                            157                                                                               CN       3-Fluoro-4-chlorophenyl                                            158                                                                               CN       2-Cyanophenyl                                                      159                                                                               CN       3-Cyanophenyl                                                      160                                                                               CN       4-Cyanophenyl                                                      161                                                                               CN       2-Nitrophenyl                                                      162                                                                               CN       3-Nitrophenyl                                                      163                                                                               CN       4-Nitrophenyl                                                      164                                                                               CN       2-Methylphenyl                                                     165                                                                               CN       3-Methylphenyl                                                     166                                                                               CN       4-Methylphenyl                                                     167                                                                               CN       2,4-Dimethylphenyl                                                 168                                                                               CN       2,6-Dimethylphenyl                                                 169                                                                               CN       3,4-Dimethylphenyl                                                 170                                                                               CN       3,5-Dimethylphenyl                                                 171                                                                               CN       2,3,4-Trimethylphenyl                                              172                                                                               CN       2,3,5-Trimethylphenyl                                              173                                                                               CN       2,3,6-Trimethylphenyl                                              174                                                                               CN       2,4,5-Trimethylphenyl                                              175                                                                               CN       2,4,6-Trimethylphenyl                                              176                                                                               CN       3,4,5-Trimethylphenyl                                              177                                                                               CN       Pentamethylphenyl                                                  178                                                                               CN       2-Ethylphenyl                                                      179                                                                               CN       3-Ethylphenyl                                                      180                                                                               CN       4-Ethylphenyl                                                      181                                                                               CN       3,5-Diethylphenyl                                                  182                                                                               CN       2-n-Propylphenyl                                                   183                                                                               CN       3-n-Propylphenyl                                                   184                                                                               CN       4-n-Propylphenyl                                                   185                                                                               CN       2-iso-Propylphenyl                                                 186                                                                               CN       3-iso-Propylphenyl                                                 187                                                                               CN       4-iso-Propylphenyl                                                 188                                                                               CN       2,4-Di-iso-Propylphenyl                                            189                                                                               CN       3,5-Di-iso-Propylphenyl                                            190                                                                               CN       4-n-Butylphenyl                                                    191                                                                               CN       4-sec.-Butylphenyl                                                 192                                                                               CN       4-iso-Butylphenyl                                                  193                                                                               CN       4-tert.-Butylphenyl                                                194                                                                               CN       3-tert.-Butylphenyl                                                195                                                                               CN       2-tert.-Butylphenyl                                                196                                                                               CN       2,4-Di-tert.-Butylphenyl                                           197                                                                               CN       3,5-Di-tert.-Butylphenyl                                           198                                                                               CN       4-n-Hexylphenyl                                                    199                                                                               CN       4-n-Dodecylphenyl                                                  200                                                                               CN       2-Methyl-4-tert.-Butylphenyl                                       201                                                                               CN       2-Methyl-6-tert.-Butylphenyl                                       202                                                                               CN       2-Methyl-4-iso-Propylphenyl                                        203                                                                               CN       2-Methyl-4-Cyclohexylphenyl                                        204                                                                               CN       2-Methyl-4-Phenylphenyl                                            205                                                                               CN       2-Methyl-4-Benzylphenyl                                            206                                                                               CN       2-Methyl-4-Phenoxyphenyl                                           207                                                                               CN       2-Methyl-4-Benzyloxyphenyl                                         208                                                                               CN       2-Methyl-3-Chlorophenyl                                            209                                                                               CN       2-Methyl-4-Chlorophenyl                                            210                                                                               CN       2-Methyl-5-Chlorophenyl                                            211                                                                               CN       2-Methyl-6-Chlorophenyl                                            212                                                                               CN       2-Methyl-4-Fluorophenyl                                            213                                                                               CN       2-Methyl-3-Bromophenyl                                             214                                                                               CN       2-Methyl-4-Bromophenyl                                             215                                                                               CN       2-Methyl-3-Methoxyphenyl                                           216                                                                               CN       2-Methyl-4-Methoxyphenyl                                           217                                                                               CN       2-Methyl-5-Methoxyphenyl                                           218                                                                               CN       2-Methyl-6-Methoxyphenyl                                           219                                                                               CN       2-Methyl-4-iso-Propoxyphenyl                                       220                                                                               CN       2-Methyl-2,5-Dimethoxyphenyl                                       221                                                                               CN       2-Methoxyphenyl                                                    222                                                                               CN       3-Methoxyphenyl                                                    223                                                                               CN       4-Methoxyphenyl                                                    224                                                                               CN       2,3-Dimethoxyphenyl                                                225                                                                               CN       2,4-Dimethoxyphenyl                                                226                                                                               CN       2,5-Dimethoxyphenyl                                                227                                                                               CN       2,6-Dimethoxyphenyl                                                228                                                                               CN       3,4-Dimethoxyphenyl                                                229                                                                               CN       3,5-Dimethoxyphenyl                                                230                                                                               CN       3,6-Dimethoxyphenyl                                                231                                                                               CN       2,3,4-Trimethoxyphenyl                                             232                                                                               CN       2,3,5-Trimethoxyphenyl                                             233                                                                               CN       2,3,6-Trimethoxyphenyl                                             234                                                                               CN       2,4,5-Trimethoxyphenyl                                             235                                                                               CN       2,4,6-Trimethoxyphenyl                                             236                                                                               CN       3,4,5-Trimethoxyphenyl                                             237                                                                               CN       2-Ethoxyphenyl                                                     238                                                                               CN       3-Ethoxyphenyl                                                     239                                                                               CN       4-Ethoxyphenyl                                                     240                                                                               CN       2-iso-Propoxyphenyl                                                241                                                                               CN       3-iso-Propoxyphenyl                                                242                                                                               CN       4-iso-Propoxyphenyl                                                243                                                                               CN       3-tert.-Butoxyphenyl                                               244                                                                               CN       4-tert.-Butoxyphenyl                                               245                                                                               CN       2-Trifluoromethoxyphenyl                                           246                                                                               CN       3-Trifluoromethoxyphenyl                                           247                                                                               CN       4-Trifluoromethoxyphenyl                                           248                                                                               CN       3-(1',1',2',2'-Tetrafluoro)ethoxyphenyl                            249                                                                               CN       4-(1',1',2',2'-Tetrafluoro)ethoxyphenyl                            250                                                                               CN       2-Chloromethylphenyl                                               251                                                                               CN       3-Chloromethylphenyl                                               252                                                                               CN       4-Chloromethylphenyl                                               253                                                                               CN       2-Trifluoromethylphenyl                                            254                                                                               CN       3-Trifluoromethylphenyl                                            255                                                                               CN       4-Trifluoromethylphenyl                                            256                                                                               CN       2-(Methoxyiminomethyl)phenyl                                       257                                                                               CN       3-(Methoxyiminomethyl)phenyl                                       258                                                                               CN       4-(Methoxyiminomethyl)phenyl                                       259                                                                               CN       2-(Ethoxyiminomethyl)phenyl                                        260                                                                               CN       3-(Ethoxyiminomethyl)phenyl                                        261                                                                               CN       4-(Ethoxyiminomethyl)phenyl                                        262                                                                               CN       2-(n-Propoxyiminomethyl)phenyl                                     263                                                                               CN       3-(n-Propoxyiminomethyl)phenyl                                     264                                                                               CN       4-(n-Propoxyiminomethyl)phenyl                                     265                                                                               CN       2-(iso-Propoxyiminomethyl)phenyl                                   266                                                                               CN       3-(iso-Propoxyiminomethyl)phenyl                                   267                                                                               CN       4-(iso-Propoxyiminomethyl)phenyl                                   268                                                                               CN       2-(n-Butoxyiminomethyl)phenyl                                      269                                                                               CN       3-(n-Butoxyiminomethyl)phenyl                                      270                                                                               CN       4-(n-Butoxyiminomethyl)phenyl                                      271                                                                               CN       2-(iso-Butoxyiminomethyl)phenyl                                    272                                                                               CN       3-(iso-Butoxyiminomethyl)phenyl                                    273                                                                               CN       4-(iso-Butoxyiminomethyl)phenyl                                    274                                                                               CN       2-(tert.-Butoxyiminomethyl)phenyl                                  275                                                                               CN       3-(tert.-Butoxyiminomethyl)phenyl                                  276                                                                               CN       4-(tert.-Butoxyiminomethyl)phenyl                                  277                                                                               CN       2-(n-Pentoxyiminomethyl)phenyl                                     278                                                                               CN       3-(n-Pentoxyiminomethyl)phenyl                                     279                                                                               CN       4-(n-Pentoxyiminomethyl)phenyl                                     280                                                                               CN       2-(n-Hexoxyiminomethyl)phenyl                                      281                                                                               CN       3-(n-Hexoxyiminomethyl)phenyl                                      282                                                                               CN       4-(n-Hexoxyiminomethyl)phenyl                                      283                                                                               CN       2-(Allyloxyiminomethyl)phenyl                                      284                                                                               CN       3-(Allyloxyiminomethyl)phenyl                                      285                                                                               CN       4-(Allyloxyiminomethyl)phenyl                                      286                                                                               CN       2-(Benzyloxyiminomethyl)phenyl                                     287                                                                               CN       3-(Benzyloxyiminomethyl)phenyl                                     288                                                                               CN       4-(Benzyloxyiminomethyl)phenyl                                     289                                                                               CN       2-(Methoxyimino-1'-ethyl)phenyl                                    290                                                                               CN       3-(Methoxyimino-1'-ethyl)phenyl                                    291                                                                               CN       4-(Methoxyimino-1'-ethyl)phenyl                                    292                                                                               CN       2-(Ethoxyimino-1'-ethyl)phenyl                                     293                                                                               CN       3-(Ethoxyimino-1'-ethyl)phenyl                                     294                                                                               CN       4-(Ethoxyimino-1'-ethyl)phenyl                                     295                                                                               CN       2-(n-Propoxyimino-1'-ethyl)phenyl                                  296                                                                               CN       3-(n-Propoxyimino-1'-ethyl)phenyl                                  297                                                                               CN       4-(n-Propoxyimino-1'-ethyl)phenyl                                  298                                                                               CN       2-(n-Butoxyamino-1'-ethyl)phenyl                                   299                                                                               CN       3-(n-Butoxyamino-1'-ethyl)phenyl                                   300                                                                               CN       4-(n-Butoxyamino-1'-ethyl)phenyl                                   301                                                                               CN       2-(n-Pentoxyimino-1'-ethyl)phenyl                                  302                                                                               CN       3-(n-Pentoxyimino-1'-ethyl)phenyl                                  303                                                                               CN       4-(n-Pentoxyimino-1'-ethyl)phenyl                                  304                                                                               CN       2-(n-Hexoxyimino-1'-ethyl)phenyl                                   305                                                                               CN       3-(n-Hexoxyimino-1'-ethyl)phenyl                                   306                                                                               CN       4-(n-Hexoxyimino-1'-ethyl)phenyl                                   307                                                                               CN       2-(Allyloxyimino-1'-ethyl)phenyl                                   308                                                                               CN       3-(Allyloxyimino-1'-ethyl)phenyl                                   309                                                                               CN       4-(Allyloxyimino-1'-ethyl)phenyl                                   310                                                                               CN       2-(Benzyloxyimino-1'-ethyl)phenyl                                  311                                                                               CN       3-(Benzyloxyimino-1'-ethyl)phenyl                                  312                                                                               CN       4-(Benzyloxyimino-1'-ethyl)phenyl                                  313                                                                               CN       2-Phenylphenyl                                                     314                                                                               CN       3-Phenylphenyl                                                     315                                                                               CN       4-Phenylphenyl                                                     316                                                                               CN       2-Phenoxyphenyl                                                    317                                                                               CN       3-Phenoxyphenyl                                                    318                                                                               CN       4-Phenoxyphenyl                                                    319                                                                               CN       2-Benzyloxyphenyl                                                  320                                                                               CN       3-Benzyloxyphenyl                                                  321                                                                               CN       4-Benzyloxyphenyl                                                  322                                                                               CN       4-(Imidazol-1'-yl)phenyl                                           323                                                                               CN       4-(Piperazin-1'-yl)phenyl                                          324                                                                               CN       4-(Morpholin-1'-yl)phenyl                                          325                                                                               CN       4-(Piperidin-1'-yl)phenyl                                          326                                                                               CN       4-(Pyridyl-2'-oxy)phenyl                                           327                                                                               CN       2-Cyclopropylphenyl                                                328                                                                               CN       3-Cyclopropylphenyl                                                329                                                                               CN       4-Cyclopropylphenyl                                                330                                                                               CN       3-Cyclohexylphenyl                                                 331                                                                               CN       4-Cyclohexylphenyl                                                 332                                                                               CN       4-Oxiranylphenyl                                                   333                                                                               CN       4-(1',3'-Dioxan-2'-yl)phenyl                                       334                                                                               CN       4-(Tetrahydropyran-2-yloxy)phenyl                                  335                                                                               CN       1-Naphthyl                                                         336                                                                               CN       2-Naphthyl                                                         337                                                                               CN       9-Anthryl                                                          338                                                                               CN       1-Naphthoxy                                                        339                                                                               CN       2-Naphthoxy                                                        340                                                                               CN       9-Anthroxy                                                         341                                                                               CN       Phenoxy                                                            342                                                                               CN       2-Chlorophenoxy                                                    343                                                                               CN       3-Chlorophenoxy                                                    344                                                                               CN       4-Chlorophenoxy                                                    345                                                                               CN       4-Methylphenoxy                                                    346                                                                               CN       4-tert.-Butylphenoxy                                               347                                                                               CN       4-Methoxyphenoxy                                                   348                                                                               CN       4-Ethoxyphenoxy                                                    349                                                                               CN       4-tert.-Butoxyphenoxy                                              350                                                                               CN       Phenylthio                                                         351                                                                               CN       2-Chlorophenylthio                                                 352                                                                               CN       4-Chlorophenylthio                                                 353                                                                               CN       Benzyl                                                             354                                                                               CN       2-Methylbenzyl                                                     355                                                                               CN       3-Methylbenzyl                                                     356                                                                               CN       4-Methylbenzyl                                                     357                                                                               CN       4-tert.-Butylbenzyl                                                358                                                                               CN       2-Chlorobenzyl                                                     359                                                                               CN       3-Chlorobenzyl                                                     360                                                                               CN       4-Chlorobenzyl                                                     361                                                                               CN       2,4-Dichlorobenzyl                                                 362                                                                               CN       2,6-Dichlorobenzyl                                                 363                                                                               CN       2,4,6-Trichlorobenzyl                                              364                                                                               CN       2-Trifluoromethylbenzyl                                            365                                                                               CN       3-Trifluoromethylbenzyl                                            366                                                                               CN       4-Trifluoromethylbenzyl                                            367                                                                               CN       2-Methoxybenzyl                                                    368                                                                               CN       4-Methoxybenzyl                                                    369                                                                               CN       4-tert.-Butoxybenzyl                                               370                                                                               CN       4-Phenoxybenzyl                                                    371                                                                               CN       1-Phenethyl                                                        372                                                                               CN       2-Phenethyl                                                        373                                                                               CN       1-Phenylpropyl                                                     374                                                                               CN       2-Phenylpropyl                                                     375                                                                               CN       3-Phenylpropyl                                                     376                                                                               CN       2-Methyl-2-phenylpropyl                                            377                                                                               CN       2-Methyl-3-phenylpropyl                                            378                                                                               CN       4-Phenylbutyl                                                      379                                                                               CN       2-Phenyl-1-ethenyl                                                 380                                                                               CN       1-Phenyl-1-ethenyl                                                 381                                                                               CN       1-Phenyl-1-propenyl                                                382                                                                               CN       1-Phenyl-1-propen-2-yl                                             383                                                                               CN       2,2-Diphenylethenyl                                                384                                                                               CN       Phenoxymethyl                                                      385                                                                               CN       2-Pyridyl                                                          386                                                                               CN       3-Pyridyl                                                          387                                                                               CN       4-Pyridyl                                                          388                                                                               CN       2,6-Pyrimidinyl                                                    389                                                                               CN       1,5-Pyrimidinyl                                                    390                                                                               CN       2-Thienyl                                                          391                                                                               CN       3-Thienyl                                                          392                                                                               CN       2-Furyl                                                            393                                                                               CN       3-Furyl                                                            394                                                                               CN       1-Pyrrolyl                                                         395                                                                               CN       1-Imidazolyl                                                       396                                                                               CN       1,2,4-Triazolyl                                                    397                                                                               CN       1,3,4-Triazolyl                                                    398                                                                               CN       4-Thiazolyl                                                        399                                                                               CN       2-Benzothiazolyl                                                   400                                                                               CN       2-Pyridyloxy                                                       401                                                                               CN       2-Pyrimidinyloxy                                                   402                                                                               CN       2-Pyridylthio                                                      403                                                                               CN       2-Pyrimidinylthio                                                  404                                                                               CN       2-Benzothiazolylthio                                               405                                                                               CN       Phenylthiomethyl                                                   406                                                                               CN       2-Pyridylmethyl                                                    407                                                                               CN       3-Pyridylmethyl                                                    408                                                                               CN       Furfuryloxy                                                        409                                                                               CN       Thienylmethoxy                                                     410                                                                               CN       3-Isoxazolylmethoxy                                                411                                                                               CN       2-Oxazolylmethoxy                                                  412                                                                               CN       2-Pyridylmethoxy                                                   413                                                                               CN       2'-Furyl-2-ethenyl                                                 414                                                                               CN       2'-Thienyl-2-ethenyl                                               415                                                                               CN       3'-Pyridyl-2-ethenyl                                               416                                                                               CN       Oxiranyl                                                           417                                                                               CN       1-Aziridinyl                                                       418                                                                               CN       1-Azetidinyl                                                       419                                                                               CN       1-Pyrrolidinyl                                                     420                                                                               CN       2-Tetrahydrofuryl                                                  421                                                                               CN       2-Tetrahydropyranyl                                                422                                                                               CN       3-Tetrahydropyranyl                                                423                                                                               CN       1-Piperidinyl                                                      424                                                                               CN       1-Morpholinyl                                                      425                                                                               CN       1-Piperazinyl                                                      426                                                                               CN       1,3-Dioxan-2-yl                                                    427                                                                               CN       3-Tetrahydrothiopyranyl                                            428                                                                               CN       2-Dihydropyranyloxy                                                429                                                                               CN       2-Tetrahydropyranyloxy                                                                           oil; IR (film): 1439, 1228, 1209, 1050,                                        1025 767                                         430                                                                               CN       (CH.sub.2).sub.4                                                   431                                                                               CN       (CH.sub.2).sub.5                                                   432                                                                               CN       (CH.sub.2).sub.6                                                   433                                                                               CN                                                                          434                                                                               CN                                                                          435                                                                               CN                                                                                       ##STR19##                                                         436                                                                               CN                                                                                       ##STR20##                                                         437                                                                               CN                                                                                       ##STR21##                                                         438                                                                               CN                                                                                       ##STR22##                                                         439                                                                               CN                                                                                       ##STR23##                                                         440                                                                               CN                                                                                       ##STR24##                                                         441                                                                               CN       CF.sub.3                                                           442                                                                               CN       2-Fluoroethyl                                                      443                                                                               CN       2,2,2-Trifluoroethyl                                               444                                                                               CN       Pentafluoroethyl                                                   445                                                                               CN       Chloromethyl                                                       446                                                                               CN       Dichloromethyl                                                     447                                                                               CN       Trichloromethyl                                                    448                                                                               CN       2-Chloroethyl                                                      449                                                                               CN       2,2,2-Trichloroethyl                                               450                                                                               CN       Pentachloroethyl                                                   451                                                                               CN       Cyclopropyl                                                        452                                                                               CN       Cyclobutyl                                                         453                                                                               CN       Cyclopentyl                                                        454                                                                               CN       Cyclohexyl                                                         455                                                                               CN       1-Methylcyclopropyl                                                456                                                                               CN       2,2-Dimethylcyclopropyl                                            457                                                                               CN       1-Methylcyclohexyl                                                 458                                                                               CN       2,2-Difluorocyclopropyl                                            459                                                                               CN       2,2-Dichlorocyclopropyl                                            460                                                                               CN       2,2-Dibromocyclopropyl                                             461                                                                               CN       2,2-Dichloro-3-Methylcyclopropyl                                   462                                                                               CN       2,2,3,3-Tetrafluorocyclobutyl                                      463                                                                               CN       Ethenyl                                                            464                                                                               CN       1-Propenyl                                                         465                                                                               CN       2-Methyl-1-propenyl                                                466                                                                               CN       4-Methylpent-3-en-1-yl                                             467                                                                               CN       2-Propenyl                                                         468                                                                               CN       2-Butenyl                                                          469                                                                               CN       1-Methyl-2-propenyl                                                470                                                                               CN       3-Methyl-2-butenyl                                                 471                                                                               CN       2,2-Difluoroethenyl                                                472                                                                               CN       2,2-Dichloroethenyl                                                473                                                                               CN       3,3,3-Trifluoropropenyl                                            474                                                                               CN       3,3,3-Trichloropropenyl                                            475                                                                               CN       3-Chloro-2-propenyl                                                476                                                                               CN       Cyclopent-1-enyl                                                   477                                                                               CN       Cyclopentadienyl                                                   478                                                                               CN       Cyclohex-1-enyl                                                    479                                                                               CN       Pentafluorocyclopentadienyl                                        480                                                                               CN       Pentachlorocyclopentadienyl                                        481                                                                               CN       Styryl                                                             482                                                                               CH.sub.3 Methoxymethyl                                                      483                                                                               CH.sub.3 Ethoxymethyl                                                       484                                                                               CH.sub.3 n-Propoxymethyl                                                    485                                                                               CH.sub.3 iso-Propoxymethyl                                                  486                                                                               CH.sub.3 tert.-Butoxymethyl                                                 487                                                                               CH.sub.3 2-Methoxyprop-2-yl                                                 488                                                                               CH.sub.3 2-Ethoxyprop-2-yl                                                  489                                                                               CH.sub.3 2-n-Propoxyprop-2-yl                                               490                                                                               CH.sub.3 2-iso-Propoxyprop-2-yl                                             491                                                                               CH.sub.3 2-tert.-Butoxyprop-2-yl                                            492                                                                               CH.sub.3 Methylthiomethyl                                                   493                                                                               CH.sub.3 tert.-Butylthiomethyl                                              494                                                                               CH.sub.3 2-Methylthioprop-2-yl                                              495                                                                               CH.sub.3 2-iso-Propylthioprop-2-yl                                          496                                                                               CH.sub.3 2-tert.-Butylthioprop-2-yl                                         497                                                                               CH.sub.3 Methyl            m.p. 68-71° C.; IR (KBr): 1137,                                         1298, 1067, 1023, 1007, 771                      498                                                                               CH.sub.3 Ethyl                                                              499                                                                               CH.sub.3 n-Propyl                                                           500                                                                               CH.sub.3 iso-Propyl                                                         501                                                                               CH.sub.3 n-Butyl                                                            502                                                                               CH.sub.3 iso-Butyl                                                          503                                                                               CH.sub.3 sec.-Butyl                                                         504                                                                               CH.sub.3 tert.-Butyl                                                        505                                                                               CH.sub.3 n-Hexyl                                                            506                                                                               CH.sub.3 n-Decyl                                                            507                                                                               CH.sub.3 Cyclopropyl                                                        508                                                                               CH.sub.3 Cyclohexyl                                                         509                                                                               CH.sub.3 Phenylthiomethyl                                                   510                                                                               CH.sub.3 2-Phenylthiomethyl                                                 511                                                                               CH.sub.3 2-(2'-Chlorophenylthio)prop-2-yl                                   512                                                                               CH.sub.3 Ethynyl                                                            513                                                                               CH.sub.3 1-Propynyl                                                         514                                                                               CH.sub.3 Methoxy                                                            515                                                                               CH.sub.3 Ethoxy                                                             516                                                                               CH.sub.3 n-Propoxy                                                          517                                                                               CH.sub.3 iso-Propoxy                                                        518                                                                               CH.sub.3 n-Butoxy                                                           519                                                                               CH.sub.3 iso-Butoxy                                                         520                                                                               CH.sub.3 sec.-Butoxy                                                        521                                                                               CH.sub.3 tert.-Butoxy                                                       522                                                                               CH.sub.3 Methylthio                                                         523                                                                               CH.sub.3 Ethylthio                                                          524                                                                               CH.sub.3 n-Propylthio                                                       525                                                                               CH.sub.3 iso-Propylthio                                                     526                                                                               CH.sub.3 n-Butylthio                                                        527                                                                               CH.sub.3 iso-Butylthio                                                      528                                                                               CH.sub.3 sec.-Butylthio                                                     529                                                                               CH.sub.3 tert.-Butylthio                                                    530                                                                               CH.sub.3 Benzylthio                                                         531                                                                               CH.sub.3 Trifluoromethoxy                                                   532                                                                               CH.sub.3 Cyano                                                              533                                                                               CH.sub.3 Amino                                                              534                                                                               CH.sub.3 Methylamino                                                        535                                                                               CH.sub.3 Dimethylamino                                                      536                                                                               CH.sub.3 Ethylamino                                                         537                                                                               CH.sub.3 Diethylamino                                                       538                                                                               CH.sub.3 Di-n-Propylamino                                                   539                                                                               CH.sub.3 Di-iso-Propylamino                                                 540                                                                               CH.sub.3 Di-n-Butylamino                                                    541                                                                               CH.sub.3 Di-iso-Butylamino                                                  542                                                                               CH.sub.3 Acetyl                                                             543                                                                               CH.sub.3 Propion-1-yl                                                       544                                                                               CH.sub.3 Butyr-1-yl                                                         545                                                                               CH.sub.3 iso-Butyr-1-yl                                                     546                                                                               CH.sub.3 Pivaloyl                                                           547                                                                               CH.sub.3 Benzoyl                                                            548                                                                               CH.sub.3 4-Chlorobenzoyl                                                    549                                                                               CH.sub.3 Benzycarbonyl                                                      550                                                                               CH.sub.3 Methoxycarbonyl                                                    551                                                                               CH.sub.3 Ethoxycarbonyl                                                     552                                                                               CH.sub.3 n-Propoxycarbonyl                                                  553                                                                               CH.sub.3 iso-Propoxycarbonyl                                                554                                                                               CH.sub.3 n-Butoxycarbonyl                                                   555                                                                               CH.sub.3 iso-Butoxycarbonyl                                                 556                                                                               CH.sub.3 sec.-Butoxycarbonyl                                                557                                                                               CH.sub.3 tert.-Butoxycarbonyl                                               558                                                                               CH.sub.3 n-Hexoxycarbonyl                                                   559                                                                               CH.sub.3 Phenoxycarbonyl                                                    560                                                                               CH.sub.3 4-Chlorophenoxycarbonyl                                            561                                                                               CH.sub.3 Benzyloxycarbonyl                                                  562                                                                               CH.sub.3 Aminocarbonyl                                                      563                                                                               CH.sub.3 Dimethylaminocarbonyl                                              564                                                                               CH.sub.3 Diethylaminocarbonyl                                               565                                                                               CH.sub.3 Di-iso-Propylaminocarbonyl                                         566                                                                               CH.sub.3 Phenylaminocarbonyl                                                567                                                                               CH.sub.3 N-Methyl-N-Phenylaminocarbonyl                                     568                                                                               CH.sub.3 Phenyl                                                             569                                                                               CH.sub.3 2-Fluorophenyl    m.p.: 89-91° C.; IR (KBr): 1732,                                        1071, 1012, 998, 768                             570                                                                               CH.sub.3 3-Fluorophenyl    m.p.: 83-85° C.; IR (KBr): 1724,                                        1204, 1067, 1031, 1015, 955                      571                                                                               CH.sub.3 4-Fluorophenyl    m.p.: 76-8° C.;                                                         IR (KBr): 1737, 1510, 1302, 1224, 1072,                                        1031, 1015, 933                                  572                                                                               CH.sub.3 Pentafluorophenyl                                                  573                                                                               CH.sub.3 2-Chlorophenyl                                                     574                                                                               CH.sub.3 3-Chlorophenyl    m.p.: 61-63° C.; IR (KBr): 1735,                                        1070, 1015, 1002, 785                            575                                                                               CH.sub.3 4-Chlorophenyl    oil; IR (film): 1708, 1634, 1256, 1129           576                                                                               CH.sub.3 Pentachlorophenyl                                                  577                                                                               CH.sub.3 2,3-Dichlorophenyl                                                 578                                                                               CH.sub.3 2,4-Dichlorophenyl                                                 579                                                                               CH.sub.3 2,5-Dichlorophenyl                                                 580                                                                               CH.sub.3 2,6-Dichlorophenyl                                                 581                                                                               CH.sub.3 3,4-Dichlorophenyl                                                 582                                                                               CH.sub.3 3,5-Dichlorophenyl                                                                               m.p.: 95-7° C.;                                                         IR (KBr): 1723, 1556, 1224, 1067, 1030,                                        1014, 957                                        583                                                                               CH.sub.3 2,3,4-Trichlorophenyl                                                                            m.p.: 118-20° C.                          584                                                                               CH.sub.3 2,3,5-Trichlorophenyl                                              585                                                                               CH.sub.3 2,3,6-Trichlorophenyl                                              586                                                                               CH.sub.3 2,4,5-Trichlorophenyl                                              587                                                                               CH.sub.3 2,4,6-Trichlorophenyl                                              588                                                                               CH.sub.3 3,4,5-Trichlorophenyl                                              589                                                                               CH.sub.3 2,3,4,6-Tetrachlorophenyl                                          590                                                                               CH.sub.3 2,3,5-6-Tetrachlorophenyl                                          591                                                                               CH.sub.3 2-Bromophenyl                                                      592                                                                               CH.sub.3 3-Bromophenyl     m.p.: 80-4° C.;                                                         IR (KBr): 1723, 1556, 1224, 1067, 1030,                                        1014, 957                                        593                                                                               CH.sub.3 4-Bromophenyl     m.p.: 73-75° C.;                                                        IR (KBr): 1736, 1071, 1029, 1015, 932            594                                                                               CH.sub.3 2,4-Dibromophenyl                                                  595                                                                               CH.sub.3 3-Bromo-4-fluorophenyl                                             596                                                                               CH.sub.3 3-Bromo-4-methoxyphenyl                                            597                                                                               CH.sub.3 2-Iodophenyl                                                       598                                                                               CH.sub.3 3-Iodophenyl                                                       599                                                                               CH.sub.3 4-Iodophenyl                                                       600                                                                               CH.sub.3 2-Chloro-4-fluorophenyl                                            601                                                                               CH.sub.3 2-Chloro-5-fluorophenyl                                            602                                                                               CH.sub.3 2-Chloro-6-fluorophenyl                                            603                                                                               CH.sub.3 2-Chloro-4-bromophenyl                                             604                                                                               CH.sub.3 2-Bromo-4-chlorophenyl                                             605                                                                               CH.sub.3 2-Bromo-4-fluorophenyl                                             606                                                                               CH.sub.3 3-Bromo-4-chlorophenyl                                             607                                                                               CH.sub.3 3-Chloro-4-fluorophenyl                                            608                                                                               CH.sub.3 3-Fluoro-4-chlorophenyl                                            609                                                                               CH.sub.3 2-Cyanophenyl                                                      610                                                                               CH.sub.3 3-Cyanophenyl                                                      611                                                                               CH.sub.3 4-Cyanophenyl                                                      612                                                                               CH.sub.3 2-Nitrophenyl                                                      613                                                                               CH.sub.3 3-Nitrophenyl                                                      614                                                                               CH.sub.3 4-Nitrophenyl     m.p.: 88-90° C.;                                                        IR (KBr): 1725, 1512, 1342, 1219, 1068,                                        1009, 854                                        615                                                                               CH.sub. 3                                                                               2-Methylphenyl                                                     616                                                                               CH.sub.3 3-Methylphenyl    m.p.: 93-96° C.                           617                                                                               CH.sub.3 4-Methylphenyl    m.p.: 82-84° C.; IR (KBr): 1722,                                        1068, 1038, 1015, 920                            618                                                                               CH.sub.3 2,4-Dimethylphenyl                                                 619                                                                               CH.sub.3 2,6-Dimethylphenyl                                                 620                                                                               CH.sub.3 3,4-Dimethylphenyl                                                 621                                                                               CH.sub.3 3,5-Dimethylphenyl                                                 622                                                                               CH.sub.3 2,3,4-Trimethylphenyl                                              623                                                                               CH.sub.3 2,3,5-Trimethylphenyl                                              624                                                                               CH.sub.3 2,3,6-Trimethylphenyl                                              625                                                                               CH.sub.3 2,4,5-Trimethylphenyl                                              626                                                                               CH.sub.3 2,4,6-Trimethylphenyl                                              627                                                                               CH.sub.3 3,4,5-Trimethylphenyl                                              628                                                                               CH.sub.3 Pentamethylphenyl                                                  629                                                                               CH.sub.3 2-Ethylphenyl                                                      630                                                                               CH.sub.3 3-Ethylphenyl                                                      631                                                                               CH.sub.3 4-Ethylphenyl                                                      632                                                                               CH.sub.3 3,5-Diethylphenyl                                                  633                                                                               CH.sub.3 2-n-Propylphenyl                                                   634                                                                               CH.sub.3 3-n-Propylphenyl                                                   635                                                                               CH.sub.3 4-n-Propylphenyl                                                   636                                                                               CH.sub.3 2-iso-Propylphenyl                                                 637                                                                               CH.sub.3 3-iso-Propylphenyl                                                 638                                                                               CH.sub.3 4-iso-Propylphenyl                                                 639                                                                               CH.sub.3 2,4-Di-iso-Propylphenyl                                            640                                                                               CH.sub.3 3,5-Di-iso-Propylphenyl                                            641                                                                               CH.sub.3 4-n-Butylphenyl                                                    642                                                                               CH.sub.3 4-sec.-Butylphenyl                                                 643                                                                               CH.sub.3 4-iso-Butylphenyl                                                  644                                                                               CH.sub.3 4-tert.-Butylphenyl                                                                              m.p.: 45-50° C.                           645                                                                               CH.sub.3 3-tert.-Butylphenyl                                                646                                                                               CH.sub.3 2-tert.-Butylphenyl                                                647                                                                               CH.sub.3 2,4-Di-tert.-Butylphenyl                                           648                                                                               CH.sub.3 3,5-Di-tert.-Butylphenyl                                           649                                                                               CH.sub.3 4-n-Hexylphenyl                                                    650                                                                               CH.sub.3 4-n-Dodecylphenyl                                                  651                                                                               CH.sub.3 2-Methyl-4-tert.-Butylphenyl                                       652                                                                               CH.sub.3 2-Methyl-6-tert.-Butylphenyl                                       653                                                                               CH.sub.3 2-Methyl-4-iso-Propylphenyl                                        654                                                                               CH.sub.3 2-Methyl-4-Cyclohexylphenyl                                        655                                                                               CH.sub.3 2-Methyl-4-Phenylphenyl                                            656                                                                               CH.sub.3 2-Methyl-4-Benzylphenyl                                            657                                                                               CH.sub.3 2-Methyl-4-Phenoxyphenyl                                           658                                                                               CH.sub.3 2-Methyl-4-Benzyloxyphenyl                                         659                                                                               CH.sub.3 2-Methyl-3-Chlorophenyl                                            660                                                                               CH.sub.3 2-Methyl-4-Chlorophenyl                                            661                                                                               CH.sub.3 2-Methyl-5-Chlorophenyl                                            662                                                                               CH.sub.3 2-Methyl-6-chlorophenyl                                            663                                                                               CH.sub.3 2-Methyl-4-fluorophenyl                                            664                                                                               CH.sub.3 2-Methyl-3-bromophenyl                                             665                                                                               CH.sub.3 2-Methyl-4-bromophenyl                                             666                                                                               CH.sub.3 2-Methyl-3-methoxyphenyl                                           667                                                                               CH.sub.3 2-Methyl-4-methoxyphenyl                                           668                                                                               CH.sub.3 2-Methyl-5-methoxyphenyl                                           669                                                                               CH.sub.3 2-Methyl-6-methoxyphenyl                                           670                                                                               CH.sub.3 2-Methyl-4-iso-Propoxyphenyl                                       671                                                                               CH.sub.3 2-Methyl-2,5-dimethoxyphenyl                                       672                                                                               CH.sub.3 2-Methoxyphenyl   m.p.: 74-6° C.;                                                         IR (KBr): 1741, 1433, 1295, 1249, 1224,                                        1067, 1022, 878                                  673                                                                               CH.sub.3 3-Methoxyphenyl                                                    674                                                                               CH.sub.3 4-Methoxyphenyl   m.p.: 89-91° C.                           675                                                                               CH.sub.3 2,3-Dimethoxyphenyl                                                676                                                                               CH.sub.3 2,4-Dimethoxyphenyl                                                677                                                                               CH.sub.3 2,5-Dimethoxyphenyl                                                678                                                                               CH.sub.3 2,6-Dimethoxyphenyl                                                679                                                                               CH.sub.3 3,4-Dimethoxyphenyl                                                680                                                                               CH.sub.3 3,5-Dimethoxyphenyl                                                681                                                                               CH.sub.3 3,6-Dimethoxyphenyl                                                682                                                                               CH.sub.3 2,3,4-Trimethoxyphenyl                                             683                                                                               CH.sub.3 2,3,5-Trimethoxyphenyl                                             684                                                                               CH.sub.3 2,3,6-Trimethoxyphenyl                                             685                                                                               CH.sub.3 2,4,5-Trimethoxyphenyl                                             686                                                                               CH.sub.3 2,4,6-Trimethoxyphenyl                                             687                                                                               CH.sub.3 3,4,5-Trimethoxyphenyl                                             688                                                                               CH.sub.3 2-Ethoxyphenyl                                                     689                                                                               CH.sub.3 3-Ethoxyphenyl                                                     690                                                                               CH.sub.3 4-Ethoxyphenyl                                                     691                                                                               CH.sub.3 2-iso-Propoxyphenyl                                                692                                                                               CH.sub.3 3-iso-Propoxyphenyl                                                693                                                                               CH.sub.3 4-iso-Propoxyphenyl                                                694                                                                               CH.sub.3 3-tert.-Butoxyphenyl                                               695                                                                               CH.sub.3 4-tert.-Butoxyphenyl                                               696                                                                               CH.sub.3 2-Trifluoromethoxyphenyl                                           697                                                                               CH.sub.3 3-Trifluoromethoxyphenyl                                           698                                                                               CH.sub.3 4-Trifluoromethoxyphenyl                                           699                                                                               CH.sub.3 3-(1',1',2',2'-Tetrafluoro)ethoxyphenyl                            700                                                                               CH.sub.3 4-(1',1',2',2'-Tetrafluoro)ethoxyphenyl                            701                                                                               CH.sub.3 2-Chloromethylphenyl                                               702                                                                               CH.sub.3 3-Chloromethylphenyl                                               703                                                                               CH.sub.3 4-Chloromethylphenyl                                               704                                                                               CH.sub.3 2-Trifluoromethylphenyl                                                                          m.p.: 78-80° C.; IR (KBr): 1741,                                        1315, 1116, 1068, 1010                           705                                                                               CH.sub.3 3-Trifluoromethylphenyl                                                                          m.p.: 70-72° C.;                                                        IR (KBr): 1740, 1297, 1164, 1124, 1073,                                        1010                                             706                                                                               CH.sub.3 4-Trifluoromethylphenyl                                                                          m.p.: 57-58° C.; (IR (KBr): 1728,                                       1333, 1318, 1106, 1069, 986                      707                                                                               CH.sub.3 2-(Methoxyiminomethyl)phenyl                                       708                                                                               CH.sub.3 3-(Methoxyiminomethyl)phenyl                                       709                                                                               CH.sub.3 4-(Methoxyiminomethyl)phenyl                                       710                                                                               CH.sub.3 2-(Ethoxyiminomethyl)phenyl                                        711                                                                               CH.sub.3 3-(Ethoxyiminomethyl)phenyl                                        712                                                                               CH.sub.3 4-(Ethoxyiminomethyl)phenyl                                        713                                                                               CH.sub.3 2-(n-Propoxyiminomethyl)phenyl                                     714                                                                               CH.sub.3 3-(n-Propoxyiminomethyl)phenyl                                     715                                                                               CH.sub.3 4-(n-Propoxyiminomethyl)phenyl                                     716                                                                               CH.sub.3 2-(iso-Propoxyiminomethyl)phenyl                                   717                                                                               CH.sub.3 3-(iso-Propoxyiminomethyl)phenyl                                   718                                                                               CH.sub.3 4-(iso-Propoxyiminomethyl)phenyl                                   719                                                                               CH.sub.3 2-(n-Butoxyiminomethyl)phenyl                                      720                                                                               CH.sub.3 3-(n-Butoxyiminomethyl)phenyl                                      721                                                                               CH.sub.3 4-(n-Butoxyiminomethyl)phenyl                                      722                                                                               CH.sub.3 2-(iso-Butoxyiminomethyl)phenyl                                    723                                                                               CH.sub.3 3-(iso-Butoxyiminomethyl)phenyl                                    724                                                                               CH.sub.3 4-(iso-Butoxyiminomethyl)phenyl                                    725                                                                               CH.sub.3 2-(tert.-Butoxyiminomethyl)phenyl                                  726                                                                               CH.sub.3 3-(tert.-Butoxyiminomethyl)phenyl                                  727                                                                               CH.sub.3 4-(tert.-Butoxyiminomethyl)phenyl                                  728                                                                               CH.sub.3 2-(n-Pentoxyiminomethyl)phenyl                                     729                                                                               CH.sub.3 3-(n-Pentoxyiminomethyl)phenyl                                     730                                                                               CH.sub.3 4-(n-Pentoxyiminomethyl)phenyl                                     731                                                                               CH.sub.3 2-(n-Hexoxyiminomethyl)phenyl                                      732                                                                               CH.sub.3 3-(n-Hexoxyiminomethyl)phenyl                                      733                                                                               CH.sub.3 4-(n-Hexoxyiminomethyl)phenyl                                      734                                                                               CH.sub.3 2-(Allyloxyiminomethyl)phenyl                                      735                                                                               CH.sub.3 3-(Allyloxyiminomethyl)phenyl                                      736                                                                               CH.sub.3 4-(Allyloxyiminomethyl)phenyl                                      737                                                                               CH.sub.3 2-(Benzyloxyiminomethyl)phenyl                                     738                                                                               CH.sub.3 3-(Benzyloxyiminomethyl)phenyl                                     739                                                                               CH.sub.3 4-(Benzyloxyiminomethyl)phenyl                                     740                                                                               CH.sub.3 2-(Methoxyimino-1'-ethyl)phenyl                                    741                                                                               CH.sub.3 3-(Methoxyimino-1'-ethyl)phenyl                                    742                                                                               CH.sub.3 4-(Methoxyimino-1'-ethyl)phenyl                                    743                                                                               CH.sub.3 2-(Ethoxyimino-1'-ethyl)phenyl                                     744                                                                               CH.sub.3 3-(Ethoxyimino-1'-ethyl)phenyl                                     745                                                                               CH.sub.3 4-(Ethoxyimino-1'-ethyl)phenyl                                     746                                                                               CH.sub.3 2-(n-Propoxyimino-1'-ethyl)phenyl                                  747                                                                               CH.sub.3 3-(n-Propoxyimino-1'-ethyl)phenyl                                  748                                                                               CH.sub.3 4-(n-Propoxyimino-1'-ethyl)phenyl                                  749                                                                               CH.sub.3 2-(n-Butoxyamino-1'-ethyl)phenyl                                   750                                                                               CH.sub.3 3-(n-Butoxyamino-1'-ethyl)phenyl                                   751                                                                               CH.sub.3 4-(n-Butoxyamino-1'-ethyl)phenyl                                   752                                                                               CH.sub.3 2-(n-Pentoxyimino-1'-ethyl)phenyl                                  753                                                                               CH.sub.3 3-(n-Pentoxyimino-1'-ethyl)phenyl                                  754                                                                               CH.sub.3 4-(n-Pentoxyimino-1'-ethyl)phenyl                                  755                                                                               CH.sub.3 2-(n-Hexoxyimino-1'-ethyl)phenyl                                   756                                                                               CH.sub.3 3-(n-Hexoxyimino-1'-ethyl)phenyl                                   757                                                                               CH.sub.3 4-(n-Hexoxyimino-1'-ethyl)phenyl                                   758                                                                               CH.sub.3 2-(Allyloxyimino-1'-ethyl)phenyl                                   759                                                                               CH.sub.3 3-(Allyloxyimino-1'-ethyl)phenyl                                   760                                                                               CH.sub.3 4-(Allyloxyimino-1'-ethyl)phenyl                                   761                                                                               CH.sub.3 2-(Benzyloxyimino-1'-ethyl)phenyl                                  762                                                                               CH.sub.3 3-(Benzyloxyimino-1'-ethyl)phenyl                                  763                                                                               CH.sub.3 4-(Benzyloxyimino-1'-ethyl)phenyl                                  764                                                                               CH.sub.3 2-Phenylphenyl                                                     765                                                                               CH.sub.3 3-Phenylphenyl                                                     766                                                                               CH.sub.3 4-Phenylphenyl                                                     767                                                                               CH.sub.3 2-Phenoxyphenyl                                                    768                                                                               CH.sub.3 3-Phenoxyphenyl                                                    769                                                                               CH.sub.3 4-Pheonxyphenyl   m.p.: 91-3° C.;                                                         IR (KBr): 1732, 1587, 1491, 1241, 1071,                                        1014, 995, 769                                   770                                                                               CH.sub.3 2-Benzyloxyphenyl                                                  771                                                                               CH.sub.3 3-Benzyloxyphenyl                                                  772                                                                               CH.sub.3 4-Benzyloxyphenyl                                                  773                                                                               CH.sub.3 4-(Imidazol-1'-yl)phenyl                                           774                                                                               CH.sub.3 4-(Piperazin-1'-yl)phenyl                                          775                                                                               CH.sub.3 4-(Morpholin-1'-yl)phenyl                                          776                                                                               CH.sub.3 4-(Piperidin-1'-yl)phenyl                                          777                                                                               CH.sub.3 4-(Pyridyl-2'-oxy)phenyl                                           778                                                                               CH.sub.3 2-Cyclopropylphenyl                                                779                                                                               CH.sub.3 3-Cyclopropylphenyl                                                780                                                                               CH.sub.3 4-Cyclopropylphenyl                                                781                                                                               CH.sub.3 3-Cyclohexylphenyl                                                 782                                                                               CH.sub.3 4-Cyclohexylphenyl                                                                               m.p.: 53-5° C.                            783                                                                               CH.sub.3 4-Oxiranylphenyl                                                   784                                                                               CH.sub.3 4-(1',3'-Dioxan-2'-yl)phenyl                                       785                                                                               CH.sub.3 4-(Tetrahydropyran-2-yloxy)phenyl                                  786                                                                               CH.sub.3 1-Naphthyl                                                         787                                                                               CH.sub.3 2-Naphthyl                                                         788                                                                               CH.sub.3 9-Anthryl                                                          789                                                                               CH.sub.3 1-Naphthoxy                                                        790                                                                               CH.sub.3 2-Naphthoxy                                                        791                                                                               CH.sub.3 9-Anthroxy                                                         792                                                                               CH.sub.3 Phenoxy                                                            793                                                                               CH.sub.3 2-Chlorophenoxy                                                    794                                                                               CH.sub.3 3-Chlorophenoxy                                                    795                                                                               CH.sub.3 4-Chlorophenoxy                                                    796                                                                               CH.sub.3 4-Methylphenoxy                                                    797                                                                               CH.sub.3 4-tert.-Butylphenoxy                                               798                                                                               CH.sub.3 4-Methoxyphenoxy                                                   799                                                                               CH.sub.3 4-Ethoxyphenoxy                                                    800                                                                               CH.sub.3 4-tert.-Butoxyphenoxy                                              801                                                                               CH.sub.3 Phenylthio                                                         802                                                                               CH.sub.3 2-Chlorophenylthio                                                 803                                                                               CH.sub.3 4-Chlorophenylthio                                                 804                                                                               CH.sub.3 Benzyl                                                             805                                                                               CH.sub.3 2-Methylbenzyl                                                     806                                                                               CH.sub.3 3-Methylbenzyl                                                     807                                                                               CH.sub.3 4-Methylbenzyl                                                     808                                                                               CH.sub.3 4-tert.-Butylbenzyl                                                809                                                                               CH.sub.3 2-Chlorobenzyl                                                     810                                                                               CH.sub.3 3-Chlorobenzyl                                                     811                                                                               CH.sub.3 4-Chlorobenzyl                                                     812                                                                               CH.sub.3 2,4-Dichlorobenzyl                                                 813                                                                               CH.sub.3 2,6-Dichlorobenzyl                                                 814                                                                               CH.sub.3 2,4,6-Trichlorobenzyl                                              815                                                                               CH.sub.3 2-Trifluoromethylbenzyl                                            816                                                                               CH.sub.3 3-Trifluoromethylbenzyl                                            817                                                                               CH.sub.3 4-Trifluoromethylbenzyl                                            818                                                                               CH.sub.3 2-Methoxybenzyl                                                    819                                                                               CH.sub.3 4-Methoxybenzyl                                                    820                                                                               CH.sub.3 4-tert.-Butoxybenzyl                                               821                                                                               CH.sub.3 4-Phenoxybenzyl                                                    822                                                                               CH.sub.3 1-Phenethyl                                                        823                                                                               CH.sub.3 2-Phenethyl                                                        824                                                                               CH.sub.3 1-Phenylpropyl                                                     825                                                                               CH.sub.3 2-Phenylpropyl                                                     826                                                                               CH.sub.3 3-Phenylpropyl                                                     827                                                                               CH.sub.3 2-Methyl-2-phenylpropyl                                            828                                                                               CH.sub.3 2-Methyl-3-phenylpropyl                                            829                                                                               CH.sub.3 4-Phenylbutyl                                                      830                                                                               CH.sub.3 2-Phenyl-1-ethenyl                                                 831                                                                               CH.sub.3 1-Phenyl-1-ethenyl                                                 832                                                                               CH.sub.3 1-Phenyl-1-propenyl                                                833                                                                               CH.sub.3 1-Phenyl-1-propen-2-yl                                             834                                                                               CH.sub.3 2,2-Diphenylethenyl                                                835                                                                               CH.sub.3 Phenoxymethyl                                                      836                                                                               CH.sub.3 2-Pyridyl                                                          837                                                                               CH.sub.3 3-Pyridyl                                                          838                                                                               CH.sub.3 4-Pyridyl                                                          839                                                                               CH.sub.3 2,6-Pyrimidinyl                                                    840                                                                               CH.sub.3 1,5-Pyrimidinyl                                                    841                                                                               CH.sub.3 2-Thienyl                                                          842                                                                               CH.sub.3 3-Thienyl                                                          843                                                                               CH.sub.3 2-Furyl                                                            844                                                                               CH.sub.3 3-Furyl                                                            845                                                                               CH.sub.3 1-Pyrrolyl                                                         846                                                                               CH.sub.3 1-Imidazolyl                                                       847                                                                               CH.sub.3 1,2,4-Triazolyl                                                    848                                                                               CH.sub.3 1,3,4-Triazolyl                                                    849                                                                               CH.sub.3 4-Thiazolyl                                                        850                                                                               CH.sub.3 2-Benzothiazolyl                                                   851                                                                               CH.sub.3 2-Pyridyloxy                                                       852                                                                               CH.sub.3 2-Pyrimidinyloxy                                                   853                                                                               CH.sub.3 2-Pyridylthio                                                      854                                                                               CH.sub.3 2-Pyrimidinylthio                                                  855                                                                               CH.sub.3 2-Benzothiazolylthio                                               856                                                                               CH.sub.3 Phenylthiomethyl                                                   857                                                                               CH.sub.3 2-Pyridylmethyl                                                    858                                                                               CH.sub.3 3-Pyridylmethyl                                                    859                                                                               CH.sub.3 Furfuryloxy                                                        860                                                                               CH.sub.3 Thienylmethoxy                                                     861                                                                               CH.sub.3 3-Isoxazolylmethoxy                                                862                                                                               CH.sub.3 2-Oxazolylmethoxy                                                  863                                                                               CH.sub.3 2-Pyridylmethoxy                                                   864                                                                               CH.sub.3 2'-Furyl-2-ethenyl                                                 865                                                                               CH.sub.3 2'-Thienyl-2-ethenyl                                               866                                                                               CH.sub.3 3'-Pyridyl-2-ethenyl                                               867                                                                               CH.sub.3 Oxiranyl                                                           868                                                                               CH.sub.3 1-Aziridinyl                                                       869                                                                               CH.sub.3 1-Azetidinyl                                                       870                                                                               CH.sub.3 1-Pyrrolidinyl                                                     871                                                                               CH.sub.3 2-Tetrahydrofuryl                                                  872                                                                               CH.sub.3 2-Tetrahydropyranyl                                                873                                                                               CH.sub.3 3-Tetrahydropyranyl                                                874                                                                               CH.sub.3 1-Piperidinyl                                                      875                                                                               CH.sub.3 1-Morpholinyl                                                      876                                                                               CH.sub.3 1-Piperazinyl                                                      877                                                                               CH.sub.3 1,3-Dioxan-2-yl                                                    878                                                                               CH.sub.3 3-Tetrahydrothiopyranyl                                            879                                                                               CH.sub.3 2-Dihydropyranyloxy                                                880                                                                               CH.sub.3 2-Tetrahydropyranyloxy                                             881                                                                               CH.sub.3 CF.sub.3                                                           882                                                                               CH.sub.3 2-Fluoroethyl                                                      883                                                                               CH.sub.3 2,2,2-Trifluoroethyl                                               884                                                                               CH.sub.3 Pentafluoroethyl                                                   885                                                                               CH.sub.3 Chloromethyl                                                       886                                                                               CH.sub.3 Dichloromethyl                                                     887                                                                               CH.sub.3 Trichloromethyl                                                    888                                                                               CH.sub.3 2-Chloroethyl                                                      889                                                                               CH.sub.3 2,2,2-Trichloroethyl                                               890                                                                               CH.sub.3 Pentachloroethyl                                                   891                                                                               CH.sub.3 Cyclopropyl                                                        892                                                                               CH.sub.3 Cyclobutyl                                                         893                                                                               CH.sub.3 Cyclopentyl                                                        894                                                                               CH.sub.3 Cyclohexyl                                                         895                                                                               CH.sub.3 1-Methylcyclopropyl                                                896                                                                               CH.sub.3 2,2-Dimethylcyclopropyl                                            897                                                                               CH.sub.3 1-Methylcyclohexyl                                                 898                                                                               CH.sub.3 2,2-Difluorocyclopropyl                                            899                                                                               CH.sub.3 2,2-Dichlorocyclopropyl                                            900                                                                               CH.sub.3 2,2-Dibromocyclopropyl                                             901                                                                               CH.sub.3 2,2-Dichloro-3-Methylcyclopropyl                                   902                                                                               CH.sub.3 2,2,3,3-Tetrafluorocyclobutyl                                      903                                                                               CH.sub.3 Ethenyl                                                            904                                                                               CH.sub.3 1-Propenyl                                                         905                                                                               CH.sub.3 2-Methyl-1-propenyl                                                906                                                                               CH.sub.3 4-Methylpent-3-en-1-yl                                             907                                                                               CH.sub.3 2-Propenyl                                                         908                                                                               CH.sub.3 2-Butenyl                                                          909                                                                               CH.sub.3 1-Methyl-2-propenyl                                                910                                                                               CH.sub.3 3-Methyl-2-butenyl                                                 911                                                                               CH.sub.3 2,2-Difluoroethenyl                                                912                                                                               CH.sub.3 2,2-Dichloroethenyl                                                913                                                                               CH.sub.3 3,3,3-Trifluoropropenyl                                            914                                                                               CH.sub.3 3,3,3-Trichloropropenyl                                            915                                                                               CH.sub.3 3-Chloro-2-propenyl                                                916                                                                               CH.sub.3 Cyclopent-1-enyl                                                   917                                                                               CH.sub.3 Cyclopentadienyl                                                   918                                                                               CH.sub.3 Cyclohex-1-enyl                                                    919                                                                               CH.sub.3 Pentafluorocyclopentadienyl                                        920                                                                               CH.sub.3 Pentachlorocyclopentadienyl                                        921                                                                               Phenyl   Phenyl                                                             922                                                                               Phenyl   2-Fluorophenyl                                                     923                                                                               Phenyl   4-Fluorophenyl                                                     924                                                                               Phenyl   2-Chlorophenyl                                                     925                                                                               Phenyl   3-Chlorophenyl                                                     926                                                                               Phenyl   4-Chlorophenyl                                                     927                                                                               Phenyl   3,4-Dichlorophenyl                                                 928                                                                               Phenyl   4-Nitrophenyl                                                      929                                                                               Phenyl   2-CF.sub.3 -Phenyl                                                 930                                                                               Phenyl   3-CF.sub.3 -Phenyl                                                 931                                                                               Phenyl   4-CF.sub.3 -Phenyl                                                 932                                                                               Phenyl   2-Methylphenyl                                                     933                                                                               Phenyl   3-Methylphenyl                                                     934                                                                               Phenyl   4-Methylphenyl                                                     935                                                                               Phenyl   2,4-Dimethylphenyl                                                 936                                                                               Phenyl   4-tert.-Butylphenyl                                                937                                                                               Phenyl   4-Methoxyphenyl                                                    938                                                                               4-Fluorophenyl                                                                          4-Fluorophenyl                                                     939                                                                               2-Fluorophenyl                                                                          4-Fluorophenyl                                                     940                                                                               2-Chlorophenyl                                                                          4-Fluorophenyl                                                     941                                                                               2-Chlorophenyl                                                                          2-Chlorophenyl                                                     942                                                                               3-Chlorophenyl                                                                          3-Chlorophenyl                                                     943                                                                               4-Chlorophenyl                                                                          4-Chlorophenyl                                                     944                                                                               2-Chlorophenyl                                                                          4-Chlorophenyl                                                     945                                                                               4-Methoxyphenyl                                                                         4-Methoxyphenyl                                                    946                                                                               4-Dimethyl-                                                                             4-Dimethylaminophenyl                                                 aminophenyl                                                                 947                                                                               Phenyl   Napthyl                                                            948                                                                               Ethyl    Ethyl                                                              949                                                                               Ethyl    n-Propyl                                                           950                                                                               Ethyl    iso-Propyl                                                         951                                                                               Ethyl    n-Butyl                                                            952                                                                               Ethyl    iso-Butyl                                                          953                                                                               Ethyl    2-Methyl-butyl                                                     954                                                                               Ethyl    Benzyl                                                             955                                                                               n-Propyl n-Propyl                                                           956                                                                               n-Propyl iso-Propyl                                                         957                                                                               n-Butyl  n-Butyl                                                            958                                                                               iso-Butyl                                                                               iso-Butyl                                                          959                                                                               tert.-Butyl                                                                             tert.-Butyl                                                        960                                                                               Benzyl   Benzyl                                                             961                                                                               Pentachloroethyl                                                                        Pentachloroethyl                                                   962                                                                               n-Hexyl  n-Hexyl                                                            963                                                                               Ethoxycarbonyl                                                                          Ethoxycarbonyl                                                     964                                                                               Phenyl   Benzoyl                                                            965                                                                               Ethyl    Phenyl                                                             966                                                                               n-Butyl  Phenyl                                                             967                                                                               Styryl   Styryl                                                             968                                                                               2-Pyridyl                                                                               2-Pyridyl                                                          969                                                                               3-Pyridyl                                                                               3-Pyridyl                                                          970                                                                               Ethyl    2-Pyridyl         m.p.: 84-86° C.                           971                                                                                ##STR25##                 m.p.: 103-105° C.                         __________________________________________________________________________

                                      TABLE III                                    __________________________________________________________________________      ##STR26##                                                                     No.                                                                               X      Y   R.sup.1                                                                            R.sup.2 H                                                                          R.sup.3                                                                               R.sup.4        Data                               __________________________________________________________________________     1  CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CF.sub.3                                                                              Phenyl                                            2  CHSCH.sub.3                                                                           O   CH.sub.3                                                                               Cyclopropyl                                                                           Phenyl                                            3  CHSCH.sub.3                                                                           O   CH.sub.3                                                                               Cyclopropyl                                                                           4-Chlorophenyl                                    4  CHSCH.sub.3                                                                           O   CH.sub.3                                                                               Cyclopropyl                                                                           4-Methoxyphenyl                                   5  CHSCH.sub.3                                                                           O   CH.sub.3                                                                               Cyclopropyl                                                                           4-tert.-Butylphenyl                               6  CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CN     Methylthio                                        7  CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CN     2-Methoxyprop-2-yl                                8  CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CN     2-Methylthioprop-2-yl                             9  CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CN     Phenylthio                                        10 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CN     iso-Propyl                                        11 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CN     CN                                                12 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CN     Acetyl                                            13 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CN     Benzoyl                                           14 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CN     Methoxycarbonyl                                   15 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CN     Phenyl                                            __________________________________________________________________________     No.                                                                               X      Y   R.sup.1 R.sup.3                                                                               R.sup.4        Data                               __________________________________________________________________________     16 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CN     2-Chlorophenyl                                    17 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CN     4-Chlorophenyl                                    18 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CN     2-Methylphenyl                                    19 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CN     4-tert.-Butylphenyl                               20 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CN     4-(n-Butoxyiminomethyl)phenyl                     21 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CN     2-Pyridyl                                         22 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CN     Styryl                                            23 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CN     1-Propenyl                                        24 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CH.sub.3                                                                              Phenylthio                                        25 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CH.sub.3                                                                              Benzyl                                            26 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CH.sub.3                                                                              tert.-Butyl                                       27 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CH.sub.3                                                                              iso-Propyl                                        28 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CH.sub.3                                                                              2-Methylbutyl                                     29 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CH.sub.3                                                                              iso-Butyl                                         30 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CH.sub.3                                                                              Phenyl                                            31 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CH.sub.3                                                                              2-Chlorophenyl                                    32 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CH.sub.3                                                                              4-Chlorophenyl                                    33 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CH.sub.3                                                                              2-Methylphenyl                                    34 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CH.sub.3                                                                              Naphthyl                                          35 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CH.sub.3                                                                              1-Pyridyl                                         36 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               iso-Butyl                                                                             iso-Butyl                                         37 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               Phenyl Phenyl                                            38 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2                      39 CHSCH.sub.3                                                                           O   CH.sub.3                                                                               CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2             40 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CF.sub.3                                                                              Phenyl                                            41 CHCH.sub.3                                                                            O   CH.sub.3                                                                               Cyclopropyl                                                                           Phenyl                                            42 CHCH.sub.3                                                                            O   CH.sub.3                                                                               Cyclopropyl                                                                           4-Chlorophenyl                                    43 CHCH.sub.3                                                                            O   CH.sub.3                                                                               Cyclopropyl                                                                           4-Methoxyphenyl                                   44 CHCH.sub.3                                                                            O   CH.sub.3                                                                               Cyclopropyl                                                                           4-tert.-Butylphenyl                               45 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CN     Methylthio                                        46 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CN     2-Methoxyprop-2-yl                                                                            IR (film): 1717, 1436, 1367,                                                   1256, 1210,                                                                    1179, 1070, 1037, 1009, 759        47 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CN     2-Methylthioprop-2-yl                                                                         .sup.1 H-NMR (CDCl.sub.3):                                                     δ = 1.45s, 1.6d,                                                         1.8s, 3.7s, 5.1s, 7.1-7.5m         48 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CN     Phenylthio                                        49 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CN     iso-Propyl     .sup.1 H-NMR (CDCl.sub.3):                                                     δ = 1.2d, 1.6d,                                                          2.7m, 3.67s, 5.1s, 7.0-7.5m        50 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CN     CN                                                51 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CN     Acetyl                                            52 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CN     Benzoyl                                           53 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CN     Methoxycarbonyl                                   54 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CN     Phenyl         .sup.1 H-NMR (CDCl.sub.3):                                                     δ = 1.6d, 3.7s,                                                          5.2s, 7.0-1.8m                     55 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CN     2-Chlorophenyl                                    56 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CN     4-Chlorophenyl                                    57 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CN     2-Methylphenyl                                    58 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CN     4-tert.-Butylphenyl                               59 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CN     4-(n-Butoxyiminomethyl)phenyl                     60 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CN     2-Pyridyl                                         61 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CN     Styryl                                            62 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CN     1-Propenyl                                        63 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CH.sub.3                                                                              Phenylthio                                        64 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CH.sub.3                                                                              Benzyl                                            65 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CH.sub.3                                                                              tert.-Butyl                                       66 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CH.sub. 3                                                                             iso-Propyl                                        67 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CH.sub.3                                                                              2-Methylbutyl                                     68 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CH.sub.3                                                                              iso-Butyl                                         69 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CH.sub.3                                                                              Phenyl                                            70 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CH.sub.3                                                                              2-Chlorophenyl                                    71 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CH.sub.3                                                                              4-Chlorophenyl IR (film): 1716, 1490, 1434,                                                   1253,                                                                          1206, 1096, 1036, 1012, 820,                                                   760                                72 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CH.sub.3                                                                              2-Methylphenyl                                    73 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CH.sub.3                                                                              Naphthyl                                          74 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CH.sub.3                                                                              1-Pyridyl                                         75 CHCH.sub.3                                                                            O   CH.sub.3                                                                               iso-Butyl                                                                             iso-Butyl                                         76 CHCH.sub.3                                                                            O   CH.sub.3                                                                               Phenyl Phenyl                                            77 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2                      78 CHCH.sub.3                                                                            O   CH.sub.3                                                                               CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2             79 CH.sub.2                                                                              O   CH.sub.3                                                                               CF.sub.3                                                                              Phenyl                                            80 CH.sub.2                                                                              O   CH.sub.3                                                                               Cyclopropyl                                                                           Phenyl                                            81 CH.sub.2                                                                              O   CH.sub.3                                                                               Cyclopropyl                                                                           4-Chlorophenyl                                    82 CH.sub.2                                                                              O   CH.sub.3                                                                               Cyclopropyl                                                                           4-Methoxyphenyl                                   83 CH.sub.2                                                                              O   CH.sub.3                                                                               Cyclopropyl                                                                           4-tert.-Butylphenyl                               84 CH.sub.2                                                                              O   CH.sub.3                                                                               CN     Methylthio                                        85 CH.sub.2                                                                              O   CH.sub.3                                                                               CN     2-Methoxyprop-2-yl                                86 CH.sub.2                                                                              O   CH.sub.3                                                                               CN     2-Methylthioprop-2-yl                             87 CH.sub.2                                                                              O   CH.sub.3                                                                               CN     Phenylthio                                        88 CH.sub.2                                                                              O   CH.sub.3                                                                               CN     iso-Propyl                                        89 CH.sub.2                                                                              O   CH.sub.3                                                                               CN     CN                                                90 CH.sub.2                                                                              O   CH.sub.3                                                                               CN     Acetyl                                            91 CH.sub.2                                                                              O   CH.sub.3                                                                               CN     Benzoyl                                           92 CH.sub.2                                                                              O   CH.sub.3                                                                               CN     Methoxycarbonyl                                   93 CH.sub.2                                                                              O   CH.sub.3                                                                               CN     Phenyl                                            94 CH.sub.2                                                                              O   CH.sub.3                                                                               CN     2-Chlorophenyl                                    95 CH.sub.2                                                                              O   CH.sub.3                                                                               CN     4-Chlorophenyl                                    96 CH.sub.2                                                                              O   CH.sub.3                                                                               CN     2-Methylphenyl                                    97 CH.sub.2                                                                              O   CH.sub.3                                                                               CN     4-tert.-Butylphenyl                               98 CH.sub.2                                                                              O   CH.sub.3                                                                               CN     4-(n-Butoxyiminomethyl)phenyl                     99 CH.sub.2                                                                              O   CH.sub.3                                                                               CN     2-Pyridyl                                         100                                                                               CH.sub.2                                                                              O   CH.sub.3                                                                               CN     Styryl                                            101                                                                               CH.sub.2                                                                              O   CH.sub.3                                                                               CN     1-Propenyl                                        102                                                                               CH.sub.2                                                                              O   CH.sub.3                                                                               CH.sub.3                                                                              Phenylthio                                        103                                                                               CH.sub.2                                                                              O   CH.sub.3                                                                               CH.sub.3                                                                              Benzyl                                            104                                                                               CH.sub.2                                                                              O   CH.sub.3                                                                               CH.sub.3                                                                              tert.-Butyl                                       105                                                                               CH.sub.2                                                                              O   CH.sub.3                                                                               CH.sub.3                                                                              iso-Propyl                                        106                                                                               CH.sub.2                                                                              O   CH.sub.3                                                                               CH.sub.3                                                                              2-Methylbutyl                                     107                                                                               CH.sub.2                                                                              O   CH.sub.3                                                                               CH.sub.3                                                                              iso-Butyl                                         108                                                                               CH.sub.2                                                                              O   CH.sub.3                                                                               CH.sub.3                                                                              Phenyl                                            109                                                                               CH.sub.2                                                                              O   CH.sub.3                                                                               CH.sub.3                                                                              2-Chlorophenyl                                    110                                                                               CH.sub.2                                                                              O   CH.sub.3                                                                               CH.sub.3                                                                              4-Chlorophenyl                                    111                                                                               CH.sub.2                                                                              O   CH.sub.3                                                                               CH.sub.3                                                                              2-Methylphenyl                                    112                                                                               CH.sub.2                                                                              O   CH.sub.3                                                                               CH.sub.3                                                                              Naphthyl                                          113                                                                               CH.sub.2                                                                              O   CH.sub.3                                                                               CH.sub.3                                                                              1-Pyridyl                                         114                                                                               CH.sub.2                                                                              O   CH.sub.3                                                                               iso-Butyl                                                                             iso-Butyl                                         115                                                                               CH.sub.2                                                                              O   CH.sub.3                                                                               Phenyl Phenyl                                            116                                                                               CH.sub.2                                                                              O   CH.sub.3                                                                               CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2                      117                                                                               CH.sub.2                                                                              O   CH.sub.3                                                                               CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2             118                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CF.sub.3                                                                              Phenyl                                            119                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               Cyclopropyl                                                                           Phenyl                                            120                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               Cyclopropyl                                                                           4-Chlorophenyl                                    121                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               Cyclopropyl                                                                           4-Methoxyphenyl                                   122                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               Cyclopropyl                                                                           4-tert.-Butylphenyl                               123                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CN     Methylthio                                        124                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CN     2-Methoxyprop-2-yl                                125                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CN     2-Methylthioprop-2-yl                             126                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CN     Phenylthio                                        127                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CN     iso-Propyl                                        128                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CN     CN                                                129                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CN     Acetyl                                            130                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CN     Benzoyl                                           131                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CN     Methoxycarbonyl                                   132                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CN     Phenyl                                            133                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CN     2-Chlorophenyl                                    134                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CN     4-Chlorophenyl                                    135                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CN     2-Methylphenyl                                    136                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CN     4-tert.-Butylphenyl                               137                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CN     4-(n-Butoxyiminomethyl)phenyl                     138                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CN     2-Pyridyl                                         139                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CN     Styryl                                            140                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CN     1-Propenyl                                        141                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CH.sub.3                                                                              Phenylthio                                        142                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CH.sub.3                                                                              Benzyl                                            143                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CH.sub.3                                                                              tert.-Butyl                                       144                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CH.sub.3                                                                              iso-Propyl                                        145                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CH.sub.3                                                                              2-Methylbutyl                                     146                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CH.sub.3                                                                              iso-Butyl                                         147                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CH.sub.3                                                                              Phenyl                                            148                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CH.sub.3                                                                              2-Chlorophenyl                                    149                                                                               N OCH.sub.3                                                                           S   CH.sub.3                                                                               CH.sub.3                                                                              4-Chlorophenyl                                    150                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CH.sub.3                                                                              2-Methylphenyl                                    151                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CH.sub.3                                                                              Naphthyl                                          152                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CH.sub.3                                                                              1-Pyridyl                                         153                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               iso-Butyl                                                                             iso-Butyl                                         154                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               Phenyl Phenyl                                            155                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2                      156                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                               CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2             157                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CF.sub.3                                                                              Phenyl                                            158                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               Cyclopropyl                                                                           Phenyl                                            159                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               Cyclopropyl                                                                           4-Chlorophenyl m.p.: 71-74° C.                                                         IR (KBr): 3348, 1663, 1529,                                                    1042,                                                                          1030, 982                          160                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               Cyclopropyl                                                                           4-Methoxyphenyl                                   161                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               Cyclopropyl                                                                           4-tert.-Butylphenyl                               162                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CN     Methylthio                                        163                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CN     2-Methoxyprop-2-yl                                164                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CN     2-Methylthioprop-2-yl                             165                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CN     Phenylthio                                        166                                                                               N OCH.sub.3                                                                           NH  CH.sub.3                                                                               CN     iso-Propyl                                        167                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CN     CN                                                168                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CN     Acetyl                                            169                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CN     Benzoyl                                           170                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CN     Methoxycarbonyl                                   171                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CN     Phenyl                                            172                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CN     2-Chlorophenyl                                    173                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CN     4-Chlorophenyl                                    174                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CN     2-Methylphenyl                                    175                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CN     4-tert.-Butylphenyl                               176                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CN     4-(n-Butoxyiminomethyl)phenyl                     177                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CN     2-Pyridyl                                         178                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CN     Styryl                                            179                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CN     1-Propenyl                                        180                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CH.sub.3                                                                              Phenylthio                                        181                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CH.sub.3                                                                              Benzyl                                            182                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CH.sub.3                                                                              tert.-Butyl                                       183                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CH.sub.3                                                                              iso-Propyl                                        184                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CH.sub.3                                                                              2-Methylbutyl                                     185                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CH.sub.3                                                                              iso-Butyl                                         186                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CH.sub.3                                                                              Phenyl                                            187                                                                               NOCH.sub.3                                                                            NH  CH.sub. 3                                                                              CH.sub.3                                                                              2-Chlorophenyl                                    188                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CH.sub.3                                                                              4-Chlorophenyl m.p.: 119-121° C.                                                       IR (KBr): 3421, 1676, 1037,                                                    985, 933,                                                                      752                                189                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CH.sub.3                                                                              2-Methylphenyl                                    __________________________________________________________________________     No.                                                                               X      Y   R.sup.1                                                                            R.sup.2                                                                            R.sup.3                                                                               R.sup.4        Data                               __________________________________________________________________________     190                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                           H   CH.sub.3                                                                              Naphthyl                                          191                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                           H   CH.sub.3                                                                              1-Pyridyl                                         192                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                           H   iso-Butyl                                                                             iso-Butyl                                         193                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                           H   Phenyl Phenyl                                            194                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                           H   CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2                      195                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                           H   CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2             196                                                                               NOCH.sub.3                                                                            O   C.sub.2 H.sub.5                                                                    H   CH.sub.3                                                                              Phenyl                                            197                                                                               CHOCH.sub.3                                                                           O   C.sub.2 H.sub.5                                                                    H   CH.sub.3                                                                              Phenyl                                            198                                                                               NOCH.sub.3                                                                            O   n-C.sub.3 H.sub.5                                                                  H   CH.sub.3                                                                              Phenyl                                            199                                                                               CHOCH.sub.3                                                                           O   n-C.sub.3 H.sub. 5                                                                 H   CH.sub.3                                                                              Phenyl                                            200                                                                               CHC.sub.2 H.sub.5                                                                     O   CH.sub.3                                                                           H   CH.sub.3                                                                              Phenyl                                            201                                                                               NOCH.sub.3                                                                            O   CH.sub.3                                                                           CH.sub.3                                                                           CH.sub.3                                                                              Phenyl                                            202                                                                               CHOCH.sub.3                                                                           O   CH.sub.3                                                                           CH.sub.3                                                                           CH.sub.3                                                                              Phenyl                                            203                                                                               NOCH.sub.3                                                                            O   CH.sub.3                                                                           CH.sub.3                                                                           CN     Phenyl                                            204                                                                               CHOCH.sub.3                                                                           O   CH.sub.3                                                                           CH.sub.3                                                                           CN     Phenyl                                            205                                                                               CHSCH.sub.3                                                                           O   CH.sub.3                                                                           H   H      Phenyl                                            206                                                                               CHCH.sub.3                                                                            O   CH.sub.3                                                                           H   H      Phenyl                                            207                                                                               CH.sub.2                                                                              O   CH.sub.3                                                                           H   H      Phenyl                                            208                                                                               NOCH.sub.3                                                                            S   CH.sub.3                                                                           H   H      Phenyl                                            209                                                                               CHOCH.sub.3                                                                           S   CH.sub.3                                                                           H   H      Phenyl                                            210                                                                               CHOCH.sub.3                                                                           NH  CH.sub.3                                                                           H   H      Phenyl                                            211                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                           H   H      Phenyl                                            212                                                                               CHOCH.sub.3                                                                           S   CH.sub.3                                                                           H   CN     Methylthio                                        __________________________________________________________________________     No.                                                                               X      Y   R.sup.1                                                                            R.sup.2 H                                                                          R.sup.3                                                                               R.sup.4        Data                               __________________________________________________________________________     213                                                                               CHOCH.sub.3                                                                           S   CH.sub.3                                                                               CN     2-Methoxyprop-2-yl                                214                                                                               CHOCH.sub.3                                                                           S   CH.sub.3                                                                               CN     2-Methylthioprop-2-yl                             215                                                                               CHOCH.sub.3                                                                           S   CH.sub.3                                                                               CN     Phenylthio                                        216                                                                               CHOCH.sub.3                                                                           S   CH.sub.3                                                                               CN     iso-Propyl                                        217                                                                               CHOCH.sub.3                                                                           S   CH.sub.3                                                                               CN     CN                                                218                                                                               CHOCH.sub.3                                                                           S   CH.sub.3                                                                               CN     Acetyl                                            219                                                                               CHOCH.sub.3                                                                           S   CH.sub.3                                                                               CN     Benzoyl                                           220                                                                               CHOCH.sub.3                                                                           S   CH.sub.3                                                                               CN     Methoxycarbonyl                                   221                                                                               CHOCH.sub.3                                                                           S   CH.sub.3                                                                               CN     Phenyl                                            222                                                                               CHOCH.sub.3                                                                           S   CH.sub.3                                                                               CN     2-Chlorophenyl                                    223                                                                               CHOCH.sub.3                                                                           S   CH.sub.3                                                                               CN     4-Chlorophenyl                                    224                                                                               CHOCH.sub.3                                                                           S   CH.sub.3                                                                               CN     2-Methylphenyl                                    225                                                                               CHOCH.sub.3                                                                           S   CH.sub.3                                                                               CN     4-tert.-Butylphenyl                               226                                                                               CHOCH.sub.3                                                                           S   CH.sub.3                                                                               CN     4-(n-Butoxyiminomethyl)phenyl                     227                                                                               CHOCH.sub.3                                                                           S   CH.sub.3                                                                               CN     2-Pyridyl                                         228                                                                               CHOCH.sub.3                                                                           S   CH.sub.3                                                                               CN     Styryl                                            229                                                                               CHOCH.sub.3                                                                           S   CH.sub.3                                                                               CN     1-Propenyl                                        230                                                                               CHOCH.sub.3                                                                           NH  CH.sub.3                                                                               CN     Methylthio                                        231                                                                               CHOCH.sub.3                                                                           NH  CH.sub.3                                                                               CN     2-Methoxyprop-2-yl                                232                                                                               CHOCH.sub.3                                                                           NH  CH.sub.3                                                                               CN     2-Methylthioprop-2-yl                             233                                                                               CHOCH.sub.3                                                                           NH  CH.sub.3                                                                               CN     Phenylthio                                        234                                                                               CHOCH.sub.3                                                                           NH  CH.sub.3                                                                               CN     iso-Propyl                                        235                                                                               CHOCH.sub.3                                                                           NH  CH.sub.3                                                                               CN     CN                                                236                                                                               CHOCH.sub.3                                                                           NH  CH.sub.3                                                                               CN     Acetyl                                            237                                                                               CHOCH.sub.3                                                                           NH  CH.sub.3                                                                               CN     Benzoyl                                           238                                                                               CHOCH.sub.3                                                                           NH  CH.sub.3                                                                               CN     Methoxycarbonyl                                   239                                                                               CHOCH.sub.3                                                                           NH  CH.sub.3                                                                               CN     Phenyl                                            240                                                                               CHOCH.sub.3                                                                           NH  CH.sub.3                                                                               CN     2-Chlorophenyl                                    241                                                                               CHOCH.sub.3                                                                           NH  CH.sub.3                                                                               CN     4-Chlorophenyl                                    242                                                                               CHOCH.sub.3                                                                           NH  CH.sub.3                                                                               CN     2-Methylphenyl                                    243                                                                               CHOCH.sub.3                                                                           NH  CH.sub.3                                                                               CN     4-tert.-Butylphenyl                               244                                                                               CHOCH.sub.3                                                                           NH  CH.sub.3                                                                               CN     4-(n-Butoxyiminomethyl)phenyl                     245                                                                               CHOCH.sub.3                                                                           NH  CH.sub.3                                                                               CN     2-Pyridyl                                         246                                                                               CHOCH.sub.3                                                                           NH  CH.sub.3                                                                               CN     Styryl                                            247                                                                               CHOCH.sub.3                                                                           NH  CH.sub.3                                                                               CN     1-Propenyl                                        248                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CH.sub.3                                                                              3-Chlorophenyl m.p.: 71-74° C.             249                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CH.sub.3                                                                              3,5-Dichlorphenyl                                                                             m.p.: 94-97° C.             250                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CH.sub.3                                                                              2,3,4-Trichlorphenyl                                                                          m.p.: 110-112° C.           251                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CH.sub.3                                                                              3-Bromphenyl   m.p.: 74-77° C.             252                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CH.sub.3                                                                              4-Methylphenyl m.p.: 69-72° C.             253                                                                               NOCH.sub.3                                                                            NH  CH.sub.3                                                                               CH.sub.3                                                                              4-Nitrophenyl  m.p.: 134-137° C.           254                                                                               CHCH.sub.3                                                                            O   CH.sub.3                                                                               CN     2-Ethoxy-prop-2-yl                                                                            IR (film): 2982, 1717, 1436,                                                   1255, 1210,                                                                    1192, 1067, 1037, 1010             255                                                                               CHCH.sub.3                                                                            O   CH.sub.3                                                                               CN     2-i-Propoxy-prop-2-yl                                                                         IR (film): 2983, 1718, 1383,                                                   1370, 1255,                                                                    1173, 1119, 1109, 1037, 1002       256                                                                               CHCH.sub.3                                                                            O   CH.sub.3                                                                               CN     2-n-Butoxy-prop-2-yl                                                                          IR (film): 2957, 1718, 1435,                                                   1255, 1176,                                                                    1036, 1010, 759                    257                                                                               CHCH.sub.3                                                                            O   CH.sub.3                                                                               CN     2-i-Butoxy-prop-2-yl                                                                          IR (film): 2956, 1717, 1435,                                                   1366, 1255,                                                                    1209, 1176, 1064, 1037, 1008       258                                                                               CHCH.sub.3                                                                            O   CH.sub.3                                                                               CN     Cyclopropyl    .sup.1 H-NMR (CDCl.sub.3):                                                     δ = 0.9m, 1.6d,                                                          2.3m, 3.67s, 5.15s,                                                            7.05-7.4m                          259                                                                               CHCH.sub.3                                                                            O   CH.sub.3                                                                               CN     2-Ethylthio-prop-2-yl                                                                         .sup.1 H-NMR (CDCl.sub.3):                                                     δ = 1.1t, 1.5s,                                                          1.6d, 2.2q, 3.7s, 5.1s,                                                        7.1-7.5m                           260                                                                               CHCH.sub.3                                                                            O   CH.sub.3                                                                               CN     2-i-Propylthio-pro-2-yl                                                                       .sup.1 H-NMR (CDCl.sub.3):                                                     δ = 1.15s, 1.5s,                                                         1.6d, 2.6m, 3.7s, 5.1s,                                                        7.1-7.5m                           261                                                                               CHCH.sub.3                                                                            O   CH.sub.3                                                                               CN     2-Tetrahydropyranyl                                                                           .sup.1 H-NMR (CDCl.sub.3):                                                     δ = 1.4-1.9m,                                                            1.6d, 3.5m, 3.7s, 4.1m, 5.1s,                                                  7.0-7.5m                           __________________________________________________________________________

                                      TABLE IV                                     __________________________________________________________________________      ##STR27##                                                                     No.                                                                               X      Y R.sup.1                                                                            R.sup.3                                                                            R.sup.4    Data                                            __________________________________________________________________________     1  CHOCH.sub.3                                                                           O CH.sub.3                                                                           CH.sub.3                                                                           Phenyl                                                     2  CHOCH.sub.3                                                                           O CH.sub.3                                                                           CH.sub.3                                                                           3-Bromophenyl                                              3  CHOCH.sub.3                                                                           O CH.sub.3                                                                           CH.sub.3                                                                           4-Phenoxyphenyl                                            4  CHOCH.sub.3                                                                           O CH.sub.3                                                                           CH.sub.3                                                                           4-Cyclohexylphenyl                                         5  NOCH.sub.3                                                                            O CH.sub.3                                                                           CH.sub.3                                                                           Phenyl                                                     6  NOCH.sub.3                                                                            O CH.sub.3                                                                           CH.sub.3                                                                           3-Bromophenyl                                                                             oil; IR (film): 1727, 1436, 1312, 1240,                                        1032                                            7  NOCH.sub.3                                                                            O CH.sub.3                                                                           CH.sub.3                                                                           4-Phenoxyphenyl                                                                           oil: IR (film): 1727, 1489, 1239, 1031,                                        683                                             8  NOCH.sub.3                                                                            O CH.sub.3                                                                           CH.sub.3                                                                           4-Cyclohexylphenyl                                                                        oil; IR (film): 2925, 1728, 1447, 1239,                                        1164, 1077, 1032                                9  CHOCH.sub.3                                                                           O CH.sub.3                                                                           CN  iso-Propyl oil; IR (film): 2970, 2220, 1710, 1127          10 CHOCH.sub.3                                                                           O CH.sub.3                                                                           CN  2-Methoxyprop-2-yl                                                                        oil; IR (film): 2980, 2220, 1710, 1127          11 CHOCH.sub. 3                                                                          O CH.sub.3                                                                           CN  2-Methylthioprop-2-yl                                                                     oil; IR (film): 2980, 2220, 1709, 1127          12 CHOCH.sub.3                                                                           O CH.sub.3                                                                           CN  2-Tetrahydrofuranyl                                                                       oil; IR (film): 2945, 2850, 2220, 1709,                                        1127                                            13 CHOCH.sub.3                                                                           O CH.sub.3                                                                           CN  Phenyl     oil; IR (film): 2940, 2220, 1709, 1127,                                        1030                                            __________________________________________________________________________

                                      TABLE V                                      __________________________________________________________________________      ##STR28##                                                                     No.                                                                               R.sup.3                                                                          R.sup.4           Data                                                    __________________________________________________________________________     1  H H                                                                         2  H Methoxymethyl                                                             3  H Ethoxymethyl                                                              4  H n-Propoxymethyl                                                           5  H iso-Propoxymethyl                                                         6  H tert.-Butoxymethyl                                                        7  H 2-Methoxyprop-2-yl                                                        8  H 2-Ethoxyprop-2-yl                                                         9  H 2-n-Propoxyprop-2-yl                                                      10 H 2-iso-Propoxyprop-2-yl                                                    11 H 2-tert.-Butoxyprop-2-yl                                                   12 H Methylthiomethyl                                                          13 H tert.-Butylthiomethyl                                                     14 H 2-Methylthioprop-2-yl                                                     15 H 2-iso-Propylthioprop-2-yl                                                 16 H 2-tert.Butylthioprop-2-yl                                                 17 H Methyl                                                                    18 H Ethyl                                                                     19 H n-Propyl                                                                  20 H iso-Propyl                                                                21 H n-Butyl                                                                   22 H iso-Butyl                                                                 23 H sec.-Butyl                                                                24 H tert.-Butyl                                                               25 H n-Hexyl                                                                   26 H n-Decyl                                                                   27 H Cyclopropyl                                                               28 H Cyclohexyl                                                                29 H Phenylthiomethyl                                                          30 H 2-Phenylthiomethyl                                                        31 H 2-(2'-Chlorophenylthio)prop-2-yl                                          32 H Ethynyl                                                                   33 H 1-Propynyl                                                                34 H Methoxy                                                                   35 H Ethoxy                                                                    36 H n-Propoxy                                                                 37 H iso-Propoxy                                                               38 H n-Butoxy                                                                  39 H iso-Butoxy                                                                40 H sec.-Butoxy                                                               41 H tert.-Butoxy                                                              42 H Methylthio                                                                43 H Ethylthio                                                                 44 H n-Propylthio                                                              45 H iso-Propylthio                                                            46 H n-Butylthio                                                               47 H iso-Butylthio                                                             48 H sec.-Butylthio                                                            49 H tert.-Butylthio                                                           50 H Benzylthio                                                                51 H Trifluoromethoxy                                                          52 H Cyano                                                                     53 H Amino                                                                     54 H Methylamino                                                               55 H Dimethylamino                                                             56 H Ethylamino                                                                57 H Diethylamino                                                              58 H Di-n-Propylamino                                                          59 H Di-iso-Propylamino                                                        60 H Di-n-Butylamino                                                           61 H Di-iso-Butylamino                                                         62 H Acetyl                                                                    63 H Propion-1-yl                                                              64 H Butyr-1-yl                                                                65 H iso-Butyr-1-yl                                                            66 H Pivaloyl                                                                  67 H Benzoyl                                                                   68 H 4-Chlorobenzoyl                                                           69 H Benzylcarbonyl                                                            70 H Methoxycarbonyl                                                           71 H Ethoxycarbonyl                                                            72 H n-Propoxycarbonyl                                                         73 H iso-Propoxycarbonyl                                                       74 H n-Butoxycarbonyl                                                          75 H iso-Butoxycarbonyl                                                        76 H sec.-Butoxycarbonyl                                                       77 H tert.-Butoxycarbonyl                                                      78 H n-Hexoxycarbonyl                                                          79 H Phenoxycarbonyl                                                           80 H 4-Chlorphenoxycarbonyl                                                    81 H Benzyloxycarbonyl                                                         82 H Aminocarbonyl                                                             83 H Dimethylaminocarbonyl                                                     84 H Diethylaminocarbonyl                                                      85 H Di-iso-Propylaminocarbonyl                                                86 H Phenylaminocarbonyl                                                       87 H N-Methyl-N-Phenylaminocarbonyl                                            88 H Phenyl                                                                    89 H 2-Fluorophenyl    m.p.: 69-71° C.;                                 90 H 3-Fluorophenyl    m.p.: 74-77° C.;                                 91 H 4-Fluorophenyl    m.p.: 73-76° C.; IR (KBr): 1699,                                        1278, 1271, 1256, 1225                                  92 H Pentafluorophenyl m.p.: 94-96° C.; IR (KBr): 1704,                                        1527, 1494, 1133                                        93 H 2-Chlorophenyl    .sup.1 H-NMR (CDCl.sub.3): δ = 3.70s,                                    3.82s, 5.15s, 7.15-7.40m,                                                      7.52m, 7.60s, 7.85m, 8.52s                              94 H 3-Chlorophenyl    m.p.: 48-50° C.;                                 95 H 4-Chlorophenyl    (v. Example 6)                                          96 H Pentachlorophenyl                                                         97 H 2,3-Dichlorophenyl                                                                               m.p.: 103-105° C.;                               98 H 2,4-Dichlorophenyl                                                                               m.p.: 94-96° C.;                                 99 H 2,5-Dichlorophenyl                                                        100                                                                               H 2,6-Dichlorophenyl                                                                               m.p.: 118-120° C.;                               101                                                                               H 3,4-Dichlorophenyl                                                                               m.p.: 82-84° C.;                                 102                                                                               H 3,5-Dichlorophenyl                                                                               m.p.: 94-96° C.;                                 103                                                                               H 2,3,4-Trichlorophenyl                                                     104                                                                               H 2,3,5-Trichlorophenyl                                                     105                                                                               H 2,3,6-Trichlorophenyl                                                     106                                                                               H 2,4,5-Trichlorophenyl                                                     107                                                                               H 2,4,6-Trichlorophenyl                                                     108                                                                               H 3,4,5-Trichlorophenyl                                                     109                                                                               H 2,3,4,6-Tetrachlorophenyl                                                 110                                                                               H 2,3,5,6-Tetrachlorophenyl                                                 111                                                                               H 2-Bromophenyl     m.p.: 85-87° C.;                                 112                                                                               H 3-Bromophenyl     .sup.1 H-NMR (CDCl.sub.3): δ = 3.68s,                                    3.79s, 5.13, 7.15-7.54m, 7.59s,                                                7.74s, 8.00s                                            113                                                                               H 4-Bromophenyl     m.p.: 131-134° C.                                114                                                                               H 2,4-Dibromophenyl                                                         115                                                                               H 3-Brom-4-fluorophenyl                                                     116                                                                               H 3-Brom-4-methoxyphenyl                                                    117                                                                               H 2-Iodophenyl                                                              118                                                                               H 3-Iodophenyl                                                              119                                                                               H 4-Iodophenyl                                                              120                                                                               H 2-Chloro-4-fluorophenyl                                                                          m.p.: 112-115° C.;                               121                                                                               H 2-Chloro-5-fluorophenyl                                                   122                                                                               H 2-Chloro-6-fluorophenyl                                                                          m.p.: 80-82° C.;                                 123                                                                               H 2-Chloro-4-bromophenyl                                                    124                                                                               H 2-Bromo-4-chlorophenyl                                                    125                                                                               H 2-Bromo-4-fluorophenyl                                                    126                                                                               H 3-Bromo-4-chlorophenyl                                                    127                                                                               H 3-Chloro-4-fluorophenyl                                                   128                                                                               H 3-Fluoro-4-chlorophenyl                                                   129                                                                               H 2-Cyanophenyl                                                             130                                                                               H 3-Cyanophenyl                                                             131                                                                               H 4-Cyanophenyl                                                             132                                                                               H 2-Nitrophenyl                                                             133                                                                               H 3-Nitrophenyl                                                             134                                                                               H 4-Nitrophenyl     m.p.: 147-155° C.;                               135                                                                               H 2-Methylphenyl    m.p.: 57-59° C.;                                 136                                                                               H 3-Methylphenyl    m.p.: 54-56° C.;                                 137                                                                               H 4-Methylphenyl    m.p.: 86-88° C.;                                 138                                                                               H 2,4-Dimethylphenyl                                                                               m.p.: 75-77° C.;                                 139                                                                               H 2,6-Dimethylphenyl                                                        140                                                                               H 3,4-Dimethylphenyl                                                        141                                                                               H 3,5-Dimethylphenyl                                                        142                                                                               H 2,3,4-Trimethylphenyl                                                     143                                                                               H 2,3,5-Trimethylphenyl                                                     144                                                                               H 2,3,6-Trimethylphenyl                                                     145                                                                               H 2,4,5-Trimethylphenyl                                                     146                                                                               H 2,4,6-Trimethylphenyl                                                     147                                                                               H 3,4,5-Trimethylphenyl                                                     148                                                                               H Pentamethylphenyl                                                         149                                                                               H 2-Ethylphenyl                                                             150                                                                               H 3-Ethylphenyl                                                             151                                                                               H 4-Ethylphenyl                                                             152                                                                               H 3,5-Diethylphenyl                                                         153                                                                               H 2-n-Propylphenyl                                                          154                                                                               H 3-n-Propylphenyl                                                          155                                                                               H 4-n-Propylphenyl                                                          156                                                                               H 2-iso-Propylphenyl                                                        157                                                                               H 3-iso-Propylphenyl                                                        158                                                                               H 4-iso-Propylphenyl                                                        159                                                                               H 2,4-Di-iso-Propylphenyl                                                   160                                                                               H 3,5-Di-iso-Propylphenyl                                                   161                                                                               H 4-n-Butylphenyl                                                           162                                                                               H 4-sec.-Butylphenyl                                                        163                                                                               H 4-iso-Butylphenyl                                                         164                                                                               H 4-tert.-Butylphenyl                                                                              m.p.: 71-73° C.                                  165                                                                               H 3-tert.-Butylphenyl                                                       166                                                                               H 2-tert.-Butylphenyl                                                       167                                                                               H 2,4-Di-tert.-Butylphenyl                                                  168                                                                               H 3,5-Di-tert.-Butylphenyl                                                  169                                                                               H 4-n-Hexylphenyl                                                           170                                                                               H 4-n-Dodecylphenyl                                                         171                                                                               H 2-Methyl-4-tert.-Butylphenyl                                              172                                                                               H 2-Methyl-6-tert.-Butylphenyl                                              173                                                                               H 2-Methyl-4-iso-Propylphenyl                                               174                                                                               H 2-Methyl-4-cyclohexylphenyl                                               175                                                                               H 2-Methyl-4-phenylphenyl                                                   176                                                                               H 2-Methyl-4-benzylphenyl                                                   177                                                                               H 2-Methyl-4-phenoxyphenyl                                                  178                                                                               H 2-Methyl-4-benzyloxyphenyl                                                179                                                                               H 2-Methyl-3-chlorophenyl                                                   180                                                                               H 2-Methyl-4-chlorophenyl                                                   181                                                                               H 2-Methyl-5-chlorophenyl                                                   182                                                                               H 2-Methyl-6-chlorophenyl                                                   183                                                                               H 2-Methyl-4-fluorophenyl                                                   184                                                                               H 2-Methyl-3-bromophenyl                                                    185                                                                               H 2-Methyl-4-bromophenyl                                                    186                                                                               H 2-Methyl-3-methoxyphenyl                                                  187                                                                               H 2-Methyl-4-methoxyphenyl                                                  188                                                                               H 2-Methyl-5-methoxyphenyl                                                  189                                                                               H 2-Methyl-6-methoxyphenyl                                                  190                                                                               H 2-Methyl-4-iso-Propoxyphenyl                                              191                                                                               H 2-Methyl-2,5-dimethoxyphenyl                                              192                                                                               H 2-Methoxyphenyl   m.p.: 52-54° C.                                  193                                                                               H 3-Methoxyphenyl   .sup. 1 H-NMR (CDCl.sub.3): δ = 3.65s,                                   3.76s, 3.80s, 5.12s,                                                           6.88-7.54m, 7.58s, 8.05s                                194                                                                               H 4-Methoyxphenyl   m.p.: 61-63° C.                                  195                                                                               H 2,3-Dimethoxyphenyl                                                       196                                                                               H 2,4-Dimethoxyphenyl                                                                              m.p.: 70-72° C.                                  197                                                                               H 2,5-Dimethoxyphenyl                                                       198                                                                               H 2,6-Dimethoxyphenyl                                                       199                                                                               H 3,4-Dimethoxyphenyl                                                       200                                                                               H 3,5-Dimethoxyphenyl                                                                              m.p.: 79-82° C.                                  201                                                                               H 3,6-Dimethoxyphenyl                                                       202                                                                               H 2,3,4-Trimethoxyphenyl                                                    203                                                                               H 2,3,5-Trimethoxyphenyl                                                    204                                                                               H 2,3,6-Trimethoxyphenyl                                                    205                                                                               H 2,4,5-Trimethoxyphenyl                                                    206                                                                               H 2,4,6-Trimethoxyphenyl                                                    207                                                                               H 3,4,5-Trimethoxyphenyl                                                    208                                                                               H 2-Ethoxyphenyl                                                            209                                                                               H 3-Ethoxyphenyl    .sup.1 H-NMR (CDCl.sub.3): δ = 1.39t,                                    3.67s, 3.80s, 4.02q, 5.12s                                                     6.87-7.54m, 7.58s, 8.05s                                210                                                                               H 4-Ethoxyphenyl    m.p.: 93-94° C.                                  211                                                                               H 2-iso-Propoxyphenyl                                                       212                                                                               H 3-iso-Propoxyphenyl                                                       213                                                                               H 4-iso-Propoxyphenyl                                                       214                                                                               H 3-tert.-Butoxyphenyl                                                      215                                                                               H 4-tert.-Butoxyphenyl                                                                             .sup.1 H-NMR (CDCl.sub.3): δ = 1.36s,                                    3.68s, 3.78s, 5.09s,                                                           6.94-7.53m, 7.58s, 8.07s                                216                                                                               H 2-Trifluoromethoxyphenyl                                                  217                                                                               H 3-Trifluoromethoxyphenyl                                                  218                                                                               H 4-Trifluoromethoxyphenyl                                                  219                                                                               H 3-(1',1',2',2'-Tetrafluoro)ethoxyphenyl                                   220                                                                               H 4-(1',1',2',2'-Tetrafluoro)ethoxyphenyl                                   221                                                                               H 2-Chloromethylphenyl                                                      222                                                                               H 3-Chloromethylphenyl                                                      223                                                                               H 4-Chloromethylphenyl                                                      224                                                                               H 2-Trifluoromethylphenyl                                                                          m.p.: 75-77° C.                                  225                                                                               H 3-Trifluoromethylphenyl                                                   226                                                                               H 4-Trifluoromethylphenyl                                                                          m.p.: 111-114° C.                                227                                                                               H 2-(methoxyiminomethyl)phenyl                                              228                                                                               H 3-(Methoxyiminomethyl)phenyl                                              229                                                                               H 4-(Methoxyiminomethyl)phenyl                                              230                                                                               H 2-(Ethoxyiminomethyl)phenyl                                               231                                                                               H 3-(Ethoxyiminomethyl)phenyl                                               232                                                                               H 4-(Ethoxyiminomethyl)phenyl                                               233                                                                               H 2-(n-Propoxyiminomethyl)phenyl                                            234                                                                               H 3-(n-Propoxyiminomethyl)phenyl                                            235                                                                               H 4-(n-Propoxyiminomethyl)phenyl                                            236                                                                               H 2-(iso-Propoxyiminomethyl)phenyl                                          237                                                                               H 3-(iso-Propoxyiminomethyl)phenyl                                          238                                                                               H 4-(iso-Propoxyiminomethyl)phenyl                                          239                                                                               H 2-(n-Butoxyiminomethyl)phenyl                                             240                                                                               H 3-(n-Butoxyiminomethyl)phenyl                                             241                                                                               H 4-(n-Butoxyiminomethyl)phenyl                                             242                                                                               H 2-(iso-Butoxyiminomethyl)phenyl                                           243                                                                               H 3-(iso-Butoxyiminomethyl)phenyl                                           244                                                                               H 4-(iso-Butoxyiminomethyl)phenyl                                           245                                                                               H 2-(tert.-Butoxyiminomethyl)phenyl                                         246                                                                               H 3-(tert.-Butoxyiminomethyl)phenyl                                         247                                                                               H 4-(tert.-Butoxyiminomethyl)phenyl                                         248                                                                               H 2-(n-Pentoxyiminomethyl)phenyl                                            249                                                                               H 3-(n-Pentoxyiminomethyl)phenyl                                            250                                                                               H 4-(n-Pentoxyiminomethyl)phenyl                                            251                                                                               H 2-(n-Hexoxyiminomethyl)phenyl                                             252                                                                               H 3-(n-Hexoxyiminomethyl)phenyl                                             253                                                                               H 4-(n-Hexoxyiminomethyl)phenyl                                             254                                                                               H 2-(Allyloxyiminomethyl)phenyl                                             255                                                                               H 3-(Allyloxyiminomethyl)phenyl                                             256                                                                               H 4-(Allyloxyiminomethyl)phenyl                                             257                                                                               H 2-(Benzyloxyiminomethyl)phenyl                                            258                                                                               H 3-(Benzyloxyiminomethyl)phenyl                                            259                                                                               H 4-(Benzyloxyiminomethyl)phenyl                                            260                                                                               H 2-(Methoxyimino-1'-ethyl)phenyl                                           261                                                                               H 3-(Methoxyimino-1'-ethyl)phenyl                                           262                                                                               H 4-(Methoxyimino-1'-ethyl)phenyl                                           263                                                                               H 2-(Ethoxyimino-1'-ethyl)phenyl                                            264                                                                               H 3-(Ethoxyimino-1'-ethyl)phenyl                                            265                                                                               H 4-(Ethoxyimino-1'-ethyl)phenyl                                            266                                                                               H 2-(n-Propoxyimino-1'-ethyl)phenyl                                         267                                                                               H 3-(n-Propoxyimino-1'-ethyl)phenyl                                         268                                                                               H 4-(n-Propoxyimino-1'-ethyl)phenyl                                         269                                                                               H 2-(n-Butoxyamino-1'-ethyl)phenyl                                          270                                                                               H 3-(n-Butoxyamino-1'-ethyl)phenyl                                          271                                                                               H 4-(n-Butoxyamino-1'-ethyl)phenyl                                          272                                                                               H 2-(n-Pentoxyimino-1'-ethyl)phenyl                                         273                                                                               H 3-(n-Pentoxyimino-1'-ethyl)phenyl                                         274                                                                               H 4-(n-Pentoxyimino-1'-ethyl)phenyl                                         275                                                                               H 2-(n-Hexoxyimino-1'  -ethyl)phenyl                                        276                                                                               H 3-(n-Hexoxyimino-1'-ethyl)phenyl                                          277                                                                               H 4-(n-Hexoxyimino-1'-ethyl)phenyl                                          278                                                                               H 2-(Allyloxyimino-1'-ethyl)phenyl                                          279                                                                               H 3-(Allyloxyimino-1'-ethyl)phenyl                                          280                                                                               H 4-(Allyloxyimino-1'-ethyl)phenyl                                          281                                                                               H 2-(Benzyloxyimino-1'-ethyl)phenyl                                         282                                                                               H 3-(Benzyloxyimino-1'-ethyl)phenyl                                         283                                                                               H 4-(Benzyloxyimino-1'-ethyl)phenyl                                         284                                                                               H 2-Phenylphenyl                                                            285                                                                               H 3-Phenylphenyl                                                            286                                                                               H 4-Phenylphenyl    m.p.: 94-96° C.                                  287                                                                               H 2-Phenoxyphenyl                                                           288                                                                               H 3-Phenoxyphenyl                                                           289                                                                               H 4-Phenoxyphenyl                                                           290                                                                               H 2-Benzyloxyphenyl                                                         291                                                                               H 3-Benzyloxyphenyl                                                         292                                                                               H 4-Benzyloxyphenyl m.p.: 94-96° C.                                  293                                                                               H 4-(Imidazol-1'-yl)phenyl                                                  294                                                                               H 4-(Piperazin-1'-yl)phenyl                                                 295                                                                               H 4-(Morpholin-1'-yl)phenyl                                                 296                                                                               H 4-(Piperidin-1'-yl)phenyl                                                 297                                                                               H 4-(Pyridyl-2'-oxy)phenyl                                                  298                                                                               H 2-Cyclopropylphenyl                                                       299                                                                               H 3-Cyclopropylphenyl                                                       300                                                                               H 4-Cyclopropylphenyl                                                       301                                                                               H 3-Cyclohexylphenyl                                                        302                                                                               H 4-Cyclohexylphenyl                                                        303                                                                               H 4-Oxiranylphenyl                                                          304                                                                               H 4-(1',3'-Dioxan-2'-yl)phenyl                                              305                                                                               H 4-(Tetrahydropyran-2-yloxy)phenyl                                         306                                                                               H 1-Naphthyl                                                                307                                                                               H 2-Naphthyl        oil; IR (film): 1707,                                                          1633, 1257, 1129, 110                                   308                                                                               H 9-Anthryl                                                                 309                                                                               H 1-Naphtoxy                                                                310                                                                               H 2-Naphtoxy                                                                311                                                                               H 9-Anthroxy                                                                312                                                                               H Phenoxy                                                                   313                                                                               H 2-Chloropenoxy                                                            314                                                                               H 3-Chloropenoxy                                                            315                                                                               H 4-Chloropenoxy                                                            316                                                                               H 4-Methylphenoxy                                                           317                                                                               H 4-tert.-Butylphenoxy                                                      318                                                                               H 4-Methoxyphenoxy                                                          319                                                                               H 4-Ethoxyphenoxy                                                           320                                                                               H 4-tert.-Butoxyphenoxy                                                     321                                                                               H Phenylthio                                                                322                                                                               H 2-Chlorophenylthio                                                        323                                                                               H 4-Chlorophenylthio                                                        324                                                                               H Benzyl                                                                    325                                                                               H 2-Methylbenzyl                                                            326                                                                               H 3-Methylbenzyl                                                            327                                                                               H 4-Methylbenzyl                                                            328                                                                               H 4-tert.-Butylbenzyl                                                       329                                                                               H 2-Chlorobenzyl                                                            330                                                                               H 3-Chlorobenzyl                                                            331                                                                               H 4-Chlorobenzyl                                                            332                                                                               H 2,4-Dichlorobenzyl                                                        333                                                                               H 2,6-Dichlorobenzyl                                                        334                                                                               H 2,4,6-Trichlorobenzyl                                                     335                                                                               H 2-Trifluoromethylbenzyl                                                   336                                                                               H 3-Trifluoromethylbenzyl                                                   337                                                                               H 4-Trifluoromethylbenzyl                                                   338                                                                               H 2-Methoxybenzyl                                                           339                                                                               H 4-Methoxybenzyl                                                           340                                                                               H 4-tert.-Butoxybenzyl                                                      341                                                                               H 4-Phenoxybenzyl                                                           342                                                                               H 1-Phenethyl                                                               343                                                                               H 2-Phenethyl                                                               344                                                                               H 1-Phenylpropyl                                                            345                                                                               H 2-Phenylpropyl                                                            246                                                                               H 3-Phenylpropyl                                                            347                                                                               H 2-Methyl-2-phenylpropyl                                                   348                                                                               H 2-Methyl-3-phenylpropyl                                                   349                                                                               H 4-Phenylbutyl                                                             350                                                                               H 2-Phenyl-1-ethenyl                                                        351                                                                               H 1-Phenyl-1-ethenyl                                                        352                                                                               H 1-Phenyl-1-propenyl                                                       353                                                                               H 1-Phenyl-1-propen-2-yl                                                    354                                                                               H 2,2-Diphenylethenyl                                                       355                                                                               H Phenoxymethyl                                                             356                                                                               H 2-Pyridyl                                                                 357                                                                               H 3-Pyridyl                                                                 358                                                                               H 4-Pyridyl                                                                 359                                                                               H 2,6-Pyrimidinyl                                                           360                                                                               H 1,5-Pyrimidinyl                                                           361                                                                               H 2-Thienyl                                                                 362                                                                               H 3-Thienyl                                                                 363                                                                               H 2-Furyl                                                                   364                                                                               H 3-Furyl                                                                   365                                                                               H 1-Pyrrolyl                                                                366                                                                               H 1-Imidazolyl                                                              367                                                                               H 1,2,4-Triazolyl                                                           368                                                                               H 1,3,4-Triazolyl                                                           369                                                                               H 4-Thiazolyl                                                               370                                                                               H 2-Benzothiazolyl                                                          371                                                                               H 2-Pyridyloxy                                                              372                                                                               H 2-Pyrimidinyloxy                                                          373                                                                               H 2-Pyridylthio                                                             374                                                                               H 2-Pyrimidinylthio                                                         375                                                                               H 2-Benzothiazolylthio                                                      376                                                                               H Phenylthiomethyl                                                          377                                                                               H 2-Pyridylmethyl                                                           378                                                                               H 3-Pyridylmethyl                                                           379                                                                               H Furfuryloxy                                                               380                                                                               H Thienylmethoxy                                                            381                                                                               H 3-Isoxazolylmethoxy                                                       382                                                                               H 2-Oxazolylmethoxy                                                         383                                                                               H 2-Pyridylmethoxy                                                          384                                                                               H 2'-Furyl-2-ethenyl                                                        385                                                                               H 2'-Thienyl-2-ethenyl                                                      386                                                                               H 3'-Pyridyl-2-ethenyl                                                      387                                                                               H Oxiranyl                                                                  388                                                                               H 1-Aziridinyl                                                              389                                                                               H 1-Azetidinyl                                                              390                                                                               H 1-Pyrrolodinyl                                                            391                                                                               H 2-Tetrahydrofuryl                                                         392                                                                               H 2-Tetrahydropyranyl                                                       393                                                                               H 3-Tetrahydropyranyl                                                       394                                                                               H 1-Piperidinyl                                                             395                                                                               H 1-Morpholinyl                                                             396                                                                               H 1-Piperazinyl                                                             397                                                                               H 1,3-Dioxan-2-yl                                                           398                                                                               H 3-Tetrahydrothiopyranyl                                                   399                                                                               H 2-Dihydropyranyloxy                                                       400                                                                               H 2-Tetrahydropyranyloxy                                                    401                                                                               H CF.sub.3                                                                  402                                                                               H 2-Fluoroethyl                                                             403                                                                               H 2,2,2-Trifluoroethyl                                                      404                                                                               H Pentafluoroethyl                                                          405                                                                               H Chloromethyl                                                              406                                                                               H Dichloromethyl                                                            407                                                                               H Trichloromethyl                                                           408                                                                               H 2-Chloroethyl                                                             409                                                                               H 2,2,2-Trichloroethyl                                                      410                                                                               H Pentachloroethyl                                                          411                                                                               H Cyclopropyl                                                               412                                                                               H Cyclobutyl                                                                413                                                                               H Cyclopentyl                                                               414                                                                               H Cyclohexyl                                                                415                                                                               H 1-Methylcyclopropyl                                                       416                                                                               H 2,2-Dimethylcyclopropyl                                                   417                                                                               H 1-Methylcyclohexyl                                                        418                                                                               H 2,2-Difluorocyclopropyl                                                   419                                                                               H 2,2-Dichlorocyclopropyl                                                   420                                                                               H 2,2-Dibromocyclopropyl                                                    421                                                                               H 2,2-Dichloro-3-Methylcyclopropyl                                          422                                                                               H 2,2,3,3-Tetrafluorocyclobutyl                                             423                                                                               H Ethenyl                                                                   424                                                                               H 1-Propenyl                                                                425                                                                               H 2-Methyl-1-propenyl                                                       426                                                                               H 4-Methylpent-3-en-1-yl                                                    427                                                                               H 2-Propenyl                                                                428                                                                               H 2-Butenyl                                                                 429                                                                               H 1-Methyl-2-propenyl                                                       430                                                                               H 3-Methyl-2-butenyl                                                        431                                                                               H 2,2-Difluoroethenyl                                                       432                                                                               H 2,2-Dichloroethenyl                                                       433                                                                               H 3,3,3-Trifluoropropenyl                                                   434                                                                               H 3,3,3-Trichloropropenyl                                                   435                                                                               H 3-Chloro-2-propenyl                                                       436                                                                               H Cyclopent-1-enyl                                                          437                                                                               H Cyclopentadienyl                                                          438                                                                               H Cyclohex-1-enyl                                                           439                                                                               H Pentafluorocyclopentadienyl                                               440                                                                               H Pentachlorocyclopentadienyl                                               441                                                                               H 4-Dimethylaminophenyl                                                                            m.p.: 90-92° C.                                  442                                                                               H 4-n-Butoxyphenyl  m.p.: 79-82° C.                                  __________________________________________________________________________

                  TABLE VI                                                         ______________________________________                                          ##STR29##                                                                     No.  R.sup.3                                                                              R.sup.4             Data                                            ______________________________________                                         1    H     H                   m.p.: 94-95° C.                          2    H     Methoxymethyl                                                       3    H     Ethoxymethyl                                                        4    H     n-Propoxymethyl                                                     5    H     iso-Propoxymethyl                                                   6    H     tert.-Butoxymethyl                                                  7    H     2-Methoxyprop-2-yl                                                  8    H     2-Ethoxyprop-2-yl                                                   9    H     2-n-Propoxyprop-2-yl                                                10   H     2-iso-Propoxyprop-2-yl                                              11   H     2-tert.-Butoxyprop-2-yl                                             12   H     Methylthiomethyl                                                    13   H     tert.-Butylthiomethyl                                               14   H     2-Methylthioprop-2-yl                                               15   H     2-iso-Propylthioprop-2-yl                                           16   H     2-tert.-Butylthioprop-2-yl                                          17   H     Methyl                                                              18   H     Ethyl                                                               19   H     n-Propyl                                                            20   H     iso-Propyl                                                          21   H     n-Butyl                                                             22   H     iso-Butyl                                                           23   H     sec.-Butyl                                                          24   H     tert.-Butyl                                                         25   H     n-Hexyl                                                             26   H     n-Decyl                                                             27   H     Cyclopropyl                                                         28   H     Cyclohexyl                                                          29   H     Phenylthiomethyl                                                    30   H     2-Phenylthiomethyl                                                  31   H     2-(2'-Chlorophenylthio)prop-2-yl                                    32   H     Ethynyl                                                             33   H     1-Propynyl                                                          34   H     Methoxy                                                             35   H     Ethoxy                                                              36   H     n-Propoxy                                                           37   H     iso-Propoxy                                                         38   H     n-Butoxy                                                            39   H     iso-Butoxy                                                          40   H     sec.-Butoxy                                                         41   H     tert.-Butoxy                                                        42   H     Methylthio                                                          43   H     Ethylthio                                                           44   H     n-Propylthio                                                        45   H     iso-Propylthio                                                      46   H     n-Butylthio                                                         47   H     iso-Butylthio                                                       48   H     sec.-Butylthio                                                      49   H     tert.-Butylthio                                                     50   H     Benzylthio                                                          51   H     Trifluoromethoxy                                                    52   H     Cyano                                                               53   H     Amino                                                               54   H     Methylamino                                                         55   H     Dimethylamino                                                       56   H     Ethylamino                                                          57   H     Diethylamino                                                        58   H     Di-n-Propylamino                                                    59   H     Di-iso-Propylamino                                                  60   H     Di-n-Butylamino                                                     61   H     Di-iso-Butylamino                                                   62   H     Acetyl                                                              63   H     Propion-1-yl                                                        64   H     Butyr-1-yl                                                          65   H     iso-Butyr-1-yl                                                      66   H     Pivaloyl                                                            67   H     Benzoyl                                                             68   H     4-Chlorobenzoyl                                                     69   H     Benzylcarbonyl                                                      70   H     Methoxycarbonyl                                                     71   H     Ethoxycarbonyl                                                      72   H     n-Propoxycarbonyl                                                   73   H     iso-Propoxycarbonyl                                                 74   H     n-Butoxycarbonyl                                                    75   H     iso-Butoxycarbonyl                                                  76   H     sec.-Butoxycarbonyl                                                 77   H     tert.-Butoxycarbonyl                                                78   H     n-Hexoxycarbonyl                                                    79   H     Phenoxycarbonyl                                                     80   H     4-Chlorophenoxycarbonyl                                             81   H     Benzyloxycarbonyl                                                   82   H     Aminocarbonyl                                                       83   H     Dimethylaminocarbonyl                                               84   H     Diethylaminocarbonyl                                                85   H     Di-iso-Propylaminocarbonyl                                          86   H     Phenylaminocarbonyl                                                 87   H     N-Methyl-N-Phenylaminocar-                                                     bonyl                                                               88   H     Phenyl              m.p.: 92-95° C.                          89   H     2-Fluorophenyl      m.p.: 92-95° C.                          90   H     3-Fluorophenyl      m.p.: 58-60° C.                          91   H     4-Fluorophenyl      m.p.: 110-111° C.                        92   H     Pentafluorophenyl   m.p.: 118-120° C.                        93   H     2-Chlorophenyl      .sup.1 H-NMR(CDCl.sub.3):                                                      δ = 3.70s, 3.82s,                                                        5.15s, 7.15-7.40m,                                                             7.52m, 7.60s, 7.85m,                                                           8.52s                                           94   H     3-Chlorophenyl      m.p.: 58-60° C.                          95   H     4-Chlorophenyl      m.p.: 146-148° C.                        96   H     Pentachlorophenyl                                                   97   H     2,3-Dichlorophenyl  m.p.: 95-97° C.                          98   H     2,4-Dichlorophenyl  m.p.: 58-62° C.                          99   H     2,5-Dichlorophenyl                                                  100  H     2,6-Dichlorophenyl  m.p.: 136-140° C.                        101  H     3,4-Dichlorophenyl  m.p.: 94-97° C.                          102  H     3,5-Dichlorophenyl  m.p.: 88-91° C.                          103  H     2,3,4-Trichlorophenyl                                               104  H     2,3,5-Trichlorophenyl                                               105  H     2,3,6-Trichlorophenyl                                               106  H     2,4,5-Trichlorophenyl                                               107  H     2,4,6-Trichlorophenyl                                               108  H     3,4,5-Trichlorophenyl                                               109  H     2,3,4,6-Tetrachlorophenyl                                           110  H     2,3,5,6-Tetrachlorophenyl                                           111  H     2-Bromophenyl       m.p.: 91-94° C.                          112  H     3-Bromophenyl       m.p.: 63-64° C.                          113  H     4-Bromophenyl       m.p.: 145-147° C.                        114  H     2,4-Dibromophenyl                                                   115  H     3-Bromo-4-Fluorophenyl                                              116  H     3-Bromo-4-Methoxyphenyl                                             117  H     2-Iodophenyl                                                        118  H     3-Iodophenyl                                                        119  H     4-Iodophenyl                                                        120  H     2-Chloro-4-Fluorophenyl                                                                            m.p.: 90-93° C.                          121  H     2-Chloro-5-Fluorophenyl                                             122  H     2-Chloro-6-Fluorophenyl                                                                            m.p.: 111-113° C.                        123  H     2-Chloro-4-Bromophenyl                                              124  H     2-Bromo-4-Chlorophenyl                                              125  H     2-Bromo-4-Fluorophenyl                                              126  H     3-Bromo-4-Chlorophenyl                                              127  H     3-Chloro-4-Fluorophenyl                                             128  H     3-Fluoro-4-Chlorophenyl                                             129  H     2-Cyanophenyl                                                       130  H     3-Cyanophenyl                                                       131  H     4-Cyanophenyl                                                       132  H     2-Nitrophenyl                                                       133  H     3-Nitrophenyl                                                       134  H     4-Nitrophenyl       m.p.: 142-146° C.                        135  H     2-Methylphenyl      m.p.: 58-60° C.                          136  H     3-Methylphenyl      m.p.: 70-72° C.                          137  H     4-Methylphenyl      m.p.: 99-102° C.                         138  H     2,4-Dimethylphenyl  m.p.: 54-56° C.                          139  H     2,6-Dimethylphenyl                                                  140  H     3,4-Dimethylphenyl                                                  141  H     3,5-Dimethylphenyl                                                  142  H     2,3,4-Trimethylphenyl                                               143  H     2,3,5-Trimethylphenyl                                               144  H     2,3,6-Trimethylphenyl                                               145  H     2,4,5-Trimethylphenyl                                               146  H     2,4,6-Trimethylphenyl                                               147  H     3,4,5-Trimethylphenyl                                               148  H     Pentamethylphenyl                                                   149  H     2-Ethylphenyl                                                       150  H     3-Ethylphenyl                                                       151  H     4-Ethylphenyl                                                       152  H     3,5-Diethylphenyl                                                   153  H     2-n-Propylphenyl                                                    154  H     3-n-Propylphenyl                                                    155  H     4-n-Propylphenyl                                                    156  H     2-iso-Propylphenyl                                                  157  H     3-iso-Propylphenyl                                                  158  H     4-iso-Propylphenyl                                                  159  H     2,4-Di-iso-Propylphenyl                                             160  H     3,5-Di-iso-Propylphenyl                                             161  H     4-n-Butylphenyl                                                     162  H     4-sec.-Butylphenyl                                                  163  H     4-iso-Butylphenyl                                                   164  H     4-tert.-Butylphenyl m.p.: 82-84° C.                          165  H     3-tert.-Butylphenyl                                                 166  H     2-tert.-Butylphenyl                                                 167  H     2,4-Di-tert.-Butylphenyl                                            168  H     3,5-Di-tert.-Butylphenyl                                            169  H     4-n-Hexylphenyl                                                     170  H     4-n-Dodecylphenyl                                                   171  H     2-Methyl-4-tert.-Butylphenyl                                        172  H     2-Methyl-6-tert.-Butylphenyl                                        173  H     2-Methyl-4-iso-Propylphenyl                                         174  H     2-Methyl-4-Cyclohexylphenyl                                         175  H     2-Methyl-4-Phenylphenyl                                             176  H     2-Methyl-4-Benzylphenyl                                             177  H     2-Methyl-4-Phenoxyphenyl                                            178  H     2-Methyl-4-Benzyloxyphenyl                                          179  H     2-Methyl-3-Chlorophenyl                                             180  H     2-Methyl-4-Chlorophenyl                                             181  H     2-Methyl-5-Chlorophenyl                                             182  H     2-Methyl-6-Chlorophenyl                                             183  H     2-Methyl-4-Fluorophenyl                                             184  H     2-Methyl-3-Bromophenyl                                              185  H     2-Methyl-4-Bromophenyl                                              186  H     2-Methyl-3-Methoxyphenyl                                            187  H     2-Methyl-4-Methoxyphenyl                                            188  H     2-Methyl-5-Methoxyphenyl                                            189  H     2-Methyl-6-Methoxyphenyl                                            190  H     2-Methyl-4-iso-Propoxyphenyl                                        191  H     2-Methyl-2,5-Dimethoxyphenyl                                        192  H     2-Methoxyphenyl     m.p.: 65-68° C.                          193  H     3-Methoxyphenyl     m.p.: 83-84° C.                          194  H     4-Methoxyphenyl     m.p.: 88-90° C.                          195  H     2,3-Dimethoxyphenyl                                                 196  H     2,4-Dimethoxyphenyl m.p.: 90-93° C.                          197  H     2,5-Dimethoxyphenyl                                                 198  H     2,6-Dimethoxyphenyl                                                 199  H     3,4-Dimethoxyphenyl m.p.: 70-72° C.                          200  H     3,5-Dimethoxyphenyl m.p.: 97-99° C.                          201  H     3,6-Dimethoxyphenyl                                                 202  H     2,3,4-Trimethoxyphenyl                                              203  H     2,3,5-Trimethoxyphenyl                                              204  H     2,3,6-Trimethoxyphenyl                                              205  H     2,4,5-Trimethoxyphenyl                                              206  H     2,4,6-Trimethoxyphenyl                                              207  H     3,4,5-Trimethoxyphenyl                                                                             m.p.: 105-109° C.                        208  H     2-Ethoxyphenyl                                                      209  H     3-Ethoxyphenyl      m.p.: 90-92° C.                          210  H     4-Ethoxyphenyl      m.p.: 97-98° C.                          211  H     2-iso-Propoxyphenyl                                                 212  H     3-iso-Propoxyphenyl                                                 213  H     4-iso-Propoxyphenyl                                                 214  H     3-tert.-Butoxyphenyl                                                215  H     4-tert.-Butoxyphenyl                                                                               m.p.: 78-83° C.                          216  H     2-Trifluoromethoxyphenyl                                            217  H     3-Trifluoromethoxyphenyl                                            218  H     4-Trifluoromethoxyphenyl                                            219  H     3-(1',1',2',2'-Tetrafluoro)                                                    ethoxyphenyl                                                        220  H     4-(1',1',2',2'-Tetrafluoro)                                                    ethoxyphenyl                                                        221  H     2-Chloromethylphenyl                                                222  H     3-Chloromethylphenyl                                                223  H     4-Chloromethylphenyl                                                224  H     2-Trifluoromethylphenyl                                                                            m.p.: 58-60° C.                          225  H     3-Trifluoromethylphenyl                                                                            m.p.: 74-77° C.                          226  H     4-Trifluoromethylphenyl                                                                            m.p.: 120-122° C.                        227  H     2-(Methoxyiminomethyl)phenyl                                        228  H     3-(Methoxyiminomethyl)phenyl                                        229  H     4-(Methoxyiminomethyl)phenyl                                        230  H     2-(Ethoxyiminomethyl)phenyl                                         231  H     3-(Ethoxyiminomethyl)phenyl                                         232  H     4-(Ethoxyiminomethyl)phenyl                                         233  H     2-(n-Propoxyiminomethyl)phenyl                                      234  H     3-(n-Propoxyiminomethyl)phenyl                                      235  H     4-(n-Propoxyiminomethyl)phenyl                                      236  H     2-(iso-Propoxyiminomethyl)                                                     phenyl                                                              237  H     3-(iso-Propoxyiminomethyl)                                                     phenyl                                                              238  H     4-(iso-Propoxyiminomethyl)                                                     phenyl                                                              239  H     2-(n-Butoxyiminomethyl)phenyl                                       240  H     3-(n-Butoxyiminomethyl)phenyl                                       241  H     4-(n-Butoxyiminomethyl)phenyl                                       242  H     2-(iso-Butoxyiminomethyl)phenyl                                     243  H     3-(iso-Butoxyiminomethyl)phenyl                                     244  H     4-(iso-Butoxyiminomethyl)phenyl                                     245  H     2-(tert.-Butoxyiminomethyl)                                                    phenyl                                                              246  H     3-(tert.-Butoxyiminomethyl)                                                    phenyl                                                              247  H     4-(tert.-Butoxyiminomethyl)                                                    phenyl                                                              248  H     2-(n-Pentoxyiminomethyl)phenyl                                      249  H     3-(n-Pentoxyiminomethyl)phenyl                                      250  H     4-(n-Pentoxyiminomethyl)phenyl                                      251  H     2-(n-Hexoxyiminomethyl)phenyl                                       252  H     3-(n-Hexoxyiminomethyl)phenyl                                       253  H     4-(n-Hexoxyiminomethyl)phenyl                                       254  H     2-(Allyloxyiminomethyl)phenyl                                       255  H     3-(Allyloxyiminomethyl)phenyl                                       256  H     4-(Allyloxyiminomethyl)phenyl                                       257  H     2-(Benzyloxyiminomethyl)phenyl                                      258  H     3-(Benzyloxyiminomethyl)phenyl                                      259  H     4-(Benzyloxyiminomethyl)phenyl                                      260  H     2-(Methoxyimino-1'-ethyl)phenyl                                     261  H     3-(Methoxyimino-1'-ethyl)phenyl                                     262  H     4-(Methoxyimino-1'-ethyl)phenyl                                     263  H     2-(Ethoxyimino-1'-ethyl)phenyl                                      264  H     3-(Ethoxyimino-1'-ethyl)phenyl                                      265  H     4-(Ethoxyimino-1'-ethyl)phenyl                                      266  H     2-(n-Propoxyimino-1'-ethyl)                                                    phenyl                                                              267  H     3-(n-Propoxyimino-1'-ethyl)                                                    phenyl                                                              268  H     4-(n-Propoxyimino-1'-ethyl)                                                    phenyl                                                              269  H     2-(n-Butoxyamino-1'-ethyl)                                                     phenyl                                                              270  H     3-(n-Butoxyamino-1'-ethyl)                                                     phenyl                                                              271  H     4-(n-Butoxyamino-1'-ethyl)                                                     phenyl                                                              272  H     2-(n-Pentoxyimino-1'-ethyl)                                                    phenyl                                                              273  H     3-(n-Pentoxyimino-1'-ethyl)                                                    phenyl                                                              274  H     4-(n-Pentoxyimino-1'-ethyl)                                                    phenyl                                                              275  H     2-(n-Hexoxyimino-1'-ethyl)phenyl                                    276  H     3-(n-Hexoxyimino-1'-ethyl)phenyl                                    277  H     4-(n-Hexoxyimino-1'-ethyl)phenyl                                    278  H     2-(n-Allyloxyimino-1'-ethyl)                                                   phenyl                                                              279  H     3-(n-Allyloxyimino-1'-ethyl)                                                   phenyl                                                              280  H     4-(n-Allyloxyimino-1'  -ethyl)                                                 phenyl                                                              281  H     2-(Benzyloxyimino-1'-ethyl)                                                    phenyl                                                              282  H     3-(Benzyloxyimino-1'-ethyl)                                                    phenyl                                                              283  H     4-(Benzyloxyimino-1'-ethyl)                                                    phenyl                                                              284  H     2-Phenylphenyl                                                      285  H     3-Phenylphenyl                                                      286  H     4-Phenylphenyl      m.p.: 100-102° C.                        287  H     2-Phenoxyphenyl                                                     288  H     3-Phenoxyphenyl     IR (film): 1728,                                                               1489, 1247, 1214,                                                              1070, 1020                                      289  H     4-Phenoxyphenyl     m.p.: 85-87° C.                          290  H     2-Benzyloxyphenyl   m.p.: 83-85° C.                          291  H     3-Benzyloxyphenyl   m.p.: 66-68° C.                          292  H     4-Benzyloxyphenyl   m.p.: 104-106° C.                        293  H     4-(Imidazol-1'-yl)phenyl                                            294  H     4-(Piperazin-1'-yl)phenyl                                           295  H     4-(Morpholin-1'-yl)phenyl                                           296  H     4-(Piperidin-1'-yl)phenyl                                           297  H     4-(Pyridyl-2'-oxy)phenyl                                            298  H     2-Cyclopropylphenyl                                                 299  H     3-Cyclopropylphenyl                                                 300  H     4-Cyclopropylphenyl                                                 301  H     3-Cyclohexylphenyl                                                  302  H     4-Cyclohexylphenyl                                                  303  H     4-Oxiranylphenyl                                                    304  H     4-(1',3'-Dioxan-2'-yl)phenyl                                        305  H     4-(Tetrahydropyran-2-yloxy)                                                    phenyl                                                              306  H     1-Naphthyl          m.p.: 70-73° C.                          307  H     2-Naphthyl          m.p.: 125-126° C.                        308  H     9-Anthryl                                                           309  H     1-Naphthoxy                                                         310  H     2-Naphthoxy                                                         311  H     9-Anthroxy                                                          312  H     Phenoxy                                                             313  H     2-Chlorophenoxy                                                     314  H     3-Chlorophenoxy                                                     315  H     4-Chlorophenoxy                                                     316  H     4-Methylphenoxy                                                     317  H     4-tert.-Butylphenoxy                                                318  H     4-Methoxyphenoxy                                                    319  H     4-Ethoxyphenoxy                                                     320  H     4-tert.-Butoxyphenoxy                                               321  H     Phenylthio                                                          322  H     2-Chlorophenylthio                                                  323  H     4-Chlorophenylthio                                                  324  H     Benzyl                                                              325  H     2-Methylbenzyl                                                      326  H     3-Methylbenzyl                                                      327  H     4-Methylbenzyl                                                      328  H     4-tert.-Butylbenzyl                                                 329  H     2-Chlorobenzyl                                                      330  H     3-Chlorobenzyl                                                      331  H     4-Chlorobenzyl                                                      332  H     2,4-Dichlorobenzyl                                                  333  H     2,6-Dichlorobenzyl                                                  334  H     2,4,6-Trichlorobenzyl                                               335  H     2-Trifluoromethylbenzyl                                             336  H     3-Trifluoromethylbenzyl                                             337  H     4-Trifluoromethylbenzyl                                             338  H     2-Methoxybenzyl                                                     339  H     4-Methoxybenzyl                                                     340  H     4-tert.-Butoxybenzyl                                                341  H     4-Phenoxybenzyl                                                     342  H     1-Phenethyl                                                         343  H     2-Phenethyl                                                         344  H     1-Phenylpropyl                                                      345  H     2-Phenylpropyl                                                      346  H     3-Phenylpropyl                                                      347  H     2-Methyl-2-phenylpropyl                                             348  H     2-Methyl-3-phenylpropyl                                             349  H     4-Phenylbutyl                                                       350  H     2-Phenyl-1-ethenyl                                                  351  H     1-Phenyl-1-ethenyl                                                  352  H     1-Phenyl-1-propenyl                                                 353  H     1-Phenyl-1-propen-2-yl                                              354  H     2,2-Diphenylethenyl                                                 355  H     Phenoxymethyl                                                       356  H     2-Pyridyl                                                           357  H     3-Pyridyl                                                           358  H     4-Pyridyl                                                           359  H     2,6-Pyrimidinyl                                                     360  H     1,5-Pyrimidinyl                                                     361  H     2-Thienyl                                                           362  H     3-Thienyl                                                           363  H     2-Furyl                                                             364  H     3-Furyl                                                             365  H     1-Pyrrolyl                                                          366  H     1-Imidazolyl                                                        367  H     1,2,4-Triazolyl                                                     368  H     1,3,4-Triazolyl                                                     369  H     4-Thiazolyl                                                         370  H     2-Benzothiazolyl                                                    371  h     2-Pyridyloxy                                                        372  H     2-Pyrimidinyloxy                                                    373  H     2-Pyridylthio                                                       374  H     2-Pyrimidinylthio                                                   375  H     2-Benzothiazolylthio                                                376  H     Phenylthiomethyl                                                    377  H     2-Pyridylmethyl                                                     378  H     3-Pyridylmethyl                                                     379  H     Furfuryloxy                                                         380  H     Thienylmethoxy                                                      381  H     3-Isoxazolylmethoxy                                                 382  H     2-Oxazolylmethoxy                                                   383  H     2-Pyridylmethoxy                                                    384  H     2'-Furyl-2-ethenyl                                                  385  H     2'-Thienyl-2-ethenyl                                                386  H     3'-Pyridyl-2-ethenyl                                                387  H     Oxiranyl                                                            388  H     1-Aziridinyl                                                        389  H     1-Azetidinyl                                                        390  H     1-Pyrrolidinyl                                                      391  H     2-Tetrahydrofuryl                                                   392  H     2-Tetrahydropyranyl                                                 393  H     3-Tetrahydropyranyl                                                 394  H     1-Piperidinyl                                                       395  H     1-Morpholinyl                                                       396  H     1-Piperzazinyl                                                      397  H     1,3-Dioxan-2-yl                                                     398  H     3-Tetrahydrothiopyranyl                                             399  H     2-Dihydropyranyloxy                                                 400  H     2-Tetrahydropyranyloxy                                              401  H     CF.sub.3                                                            402  H     2-Fluoroethyl                                                       403  H     2,2,2-Trifluoroethyl                                                404  H     Pentafluoroethyl                                                    405  H     Chloromethyl                                                        406  H     Dichloromethyl                                                      407  H     Trichloromethyl                                                     408  H     2-Chloroethyl                                                       409  H     2,2,2-Trichloroethyl                                                410  H     Pentachloroethyl                                                    411  H     Cyclopropyl                                                         412  H     Cyclobutyl                                                          413  H     Cyclopentyl                                                         414  H     Cyclohexyl                                                          415  H     1-Methylcyclopropyl                                                 416  H     2,2-Dimethylcyclopropyl                                             417  H     1-Methylcyclohexyl                                                  418  H     2,2-Difluorocyclopropyl                                             419  H     2,2-Dichlorocyclopropyl                                             420  H     2,2-Dibromocyclopropyl                                              421  H     2,2-Dichloro-3-methylcyclo-                                                    propyl                                                              422  H     2,2,3,3-Tetrafluorocyclobutyl                                       423  H     Ethenyl                                                             424  H     1-Propenyl                                                          425  H     2-Methyl-1-propenyl                                                 426  H     4-Methylpent-3-en-1-yl                                              427  H     2-Propenyl                                                          428  H     2-Butenyl                                                           429  H     1-Methyl-2-propenyl                                                 430  H     3-Methyl-2-butenyl                                                  431  H     2,2-Difluoroethenyl                                                 432  H     2,2-Dichloroethenyl                                                 433  H     3,3,3-Trifluoropropenyl                                             434  H     3,3,3-Trichloropropenyl                                             435  H     3-Chloro-2-propenyl                                                 436  H     Cyclopent-1-enyl                                                    437  H     Cyclopentadienyl                                                    438  H     Cyclohex-1-enyl                                                     439  H     Pentafluorocyclopentadienyl                                         440  H     Pentachlorocyclopentadienyl                                         441  H     4-Dimethylaminophenyl                                                                              m.p.: 70-71° C.                          442  H     Allyloxyphenyl      m.p.: 81-83° C.                          443  H     Diphenylmethyl      m.p.: 66-68° C.                          444  H     Dimethylbenzyl      .sup.1 H-NMR (CDCl.sub.3):                                                     δ = 1.45s                                                                3.78s, 4.03s, 5.00s                                                            7.17-7.41m                                      ______________________________________                                    

                  TABLE VII                                                        ______________________________________                                          ##STR30##                                                                     No.      R.sup.8.sub.n   Data                                                  ______________________________________                                          1       H               m.p. 156-158° C.                                2       3-Fluoro                                                               3       4-Fluoro                                                               4       3-Chloro                                                               5       4-Chloro                                                               6       3-Bromo                                                                7       4-Bromo                                                                8       3-Iodo                                                                 9       4-Iodo                                                                10       3,4-Dichloro                                                          11       3,5-Dichloro                                                          12       3,6-Dichloro                                                          13       4,5-Dichloro                                                          14       3,4,5-Trichloro                                                       15       3,4,6-Trichloro                                                       16       3,4,5,6-Tetrachloro                                                   17       3,4,5,6-Tetrafluoro                                                   18       3,4,5,6-Tetrabromo                                                    19       3,5-Difluoro                                                          20       3,5-Dibromo                                                           21       3-Methyl                                                              22       4-Methyl                                                              23       3-Ethyl                                                               24       4-Ethyl                                                               25       3-iso-Propyl                                                          26       4-iso-Propyl                                                          27       3-tert-Butyl                                                          28       4-tert-Butyl                                                          29       3,4-Dimethyl                                                          30       3,5-Dimethyl                                                          31       3,6-Dimethyl                                                          32       4,5-Dimethyl                                                          33       3,4,5-Trimethyl                                                       34       3,4,6-Trimethyl                                                       35       3,4,5,6-Tetramethyl                                                   36       3-Nitro                                                               37       4-Nitro                                                               38       3,5-Dinitro                                                           39       3-Cyano                                                               40       4-Cyano                                                               41       3-Methoxy                                                             42       4-Methoxy                                                             43       3-tert.Butoxy                                                         44       4-tert.Butoxy                                                         45       3-Trifluoromethyl                                                     46       4-Trifluoromethyl                                                     47       3-Chloromethyl                                                        48       4-Chloromethyl                                                        49       3-Trifluoromethoxy                                                    50       4-Trifluoromethoxy                                                    51       3-Benzyloxy                                                           52       4-Benzyloxy                                                           53       4,5-Dibenzyloxy                                                       54       3-Phenoxy                                                             55       4-Phenoxy                                                             56       3-Phenyl                                                              57       4-Phenyl                                                              58       3-Pyrid-2'-yl                                                         59       4-Pyrid-2'-yl                                                         60       3-Pyrid-2'-yloxy                                                      61       4-Pyrid-2'-yloxy                                                      ______________________________________                                    

                  TABLE VIII                                                       ______________________________________                                          ##STR31##                                                                     No.      R.sup.8.sub.n   Data                                                  ______________________________________                                          1       H               m.p. 152-155° C.                                2       3-Fluoro                                                               3       4-Fluoro                                                               4       3-Chloro                                                               5       4-Chloro                                                               6       3-Bromo                                                                7       4-Bromo                                                                8       3-Iodo                                                                 9       4-Iodo                                                                10       3,4-Dichloro                                                          11       3,5-Dichloro                                                          12       3,6-Dichloro                                                          13       4,5-Dichloro                                                          14       3,4,5-Trichloro                                                       15       3,4,6-Trichloro                                                       16       3,4,5,6-Tetrachloro                                                   17       3,4,5,6-Tetrafluoro                                                   18       3,4,5,6-Tetrabromo                                                    19       3,5-Difluoro                                                          20       3,5-Dibromo                                                           21       3-Methyl                                                              22       4-Methyl                                                              23       3-Ethyl                                                               24       4-Ethyl                                                               25       3-iso-Propyl                                                          26       4-iso-Propyl                                                          27       3-tert-Butyl                                                          28       4-tert-Butyl                                                          29       3,4-Dimethyl                                                          30       3,5-Dimethyl                                                          31       3,6-Dimethyl                                                          32       4,5-Dimethyl                                                          33       3,4,5-Trimethyl                                                       34       3,4,6-Trimethyl                                                       35       3,4,5,6-Tetramethyl                                                   36       3-Nitro                                                               37       4-Nitro                                                               38       3,5-Dinitro                                                           39       3-Cyano                                                               40       4-Cyano                                                               41       3-Methoxy                                                             42       4-Methoxy                                                             43       3-tert.Butoxy                                                         44       4-tert.Butoxy                                                         45       3-Trifluoromethyl                                                     46       4-Trifluoromethyl                                                     47       3-Chloromethyl                                                        48       4-Chloromethyl                                                        49       3-Trifluoromethoxy                                                    50       4-Trifluoromethoxy                                                    51       3-Benzyloxy                                                           52       4-Benzyloxy                                                           53       4,5-Dibenzyloxy                                                       54       3-Phenoxy                                                             55       4-Phenoxy                                                             56       3-Phenyl                                                              57       4-Phenyl                                                              58       3-Pyrid-2'-yl                                                         59       4-Pyrid-2'-yl                                                         60       3-Pyrid-2'-yloxy                                                      61       4-Pyrid-2'-yloxy                                                      ______________________________________                                    

                  TABLE IX                                                         ______________________________________                                          ##STR32##                                                                     No.   X           Y       R.sup.1                                                                              R.sup.8  Data                                  ______________________________________                                          1    CHSCH.sub.3 O       CH.sub.3                                                                             H                                               2    CHSCH.sub.3 NH      CH.sub.3                                                                             H                                               3    CHSCH.sub.3 S       CH.sub.3                                                                             H                                               4    CH.sub.2    O       CH.sub.3                                                                             H                                               5    CH.sub.2    NH      CH.sub.3                                                                             H                                               6    CH.sub.2    S       CH.sub.3                                                                             H                                               7    CHCH.sub.3  O       CH.sub.3                                                                             H                                               8    CHCH.sub.3  NH      CH.sub.3                                                                             H                                               9    CHCH.sub.3  S       CH.sub.3                                                                             H                                              10    CHCH.sub.3  O       CH.sub.3                                                                             Perchloro                                      11    CHCH.sub.3  NH      CH.sub.3                                                                             Perchloro                                      12    CHCH.sub.3  S       CH.sub.3                                                                             Perchloro                                      13    CHOCH.sub.3 NH      CH.sub.3                                                                             H                                              14    CHOCH.sub.3 S       CH.sub.3                                                                             H                                              15    CHOCH.sub.3 NH      CH.sub.3                                                                             Perchloro                                      16    CHOCH.sub.3 S       CH.sub. 3                                                                            Perchloro                                      17    NOCH.sub.3  NH      CH.sub.3                                                                             H                                              18    NOCH.sub.3  S       CH.sub.3                                                                             H                                              19    NOCH.sub.3  NH      CH.sub.3                                                                             Perchloro                                      20    NOCH.sub.3  S       CH.sub.3                                                                             Perchloro                                      ______________________________________                                    

In general terms, the novel compounds are extremely effective on a broad spectrum of phytopathogenic fungi, in particular those from the class consisting of the Ascomycetes and Basidiomycetes. Some of them have a systemic action and can be used as foliar and soil fungicides.

The fungicidal compounds are of particular interest for controlling a large number of fungi in various crops or their seeds, especially wheat, rye, barley, oats, rice, Indian corn, lawns, cotton, soybeans, coffee, sugar cane, fruit and ornamentals in horticulture and viticulture, and in vegetables such as cucumbers, beans and cucurbits.

The novel compounds are particularly useful for controlling the following plant diseases:

Erysiphe graminis in cereals,

Erysiphe cichoracearum and Sphaerotheca fuliginea in cucurbits,

Podosphaera leucotricha in apples,

Uncinula necator in vines,

Puccinia species in cereals,

Rhizoctonia solani in cotton,

Ustilago species in cereals and sugar cane,

Venturia inaequalis (scab) in apples,

Helminthosporium species in cereals,

Septoria nodorum in wheat,

Botrytis cinerea (gray mold) in strawberries and grapes,

Cercospora arachidicola in groundnuts,

Pseudocercosporella herpotrichoides in wheat and barley,

Pyricularia oryzae in rice,

Phytophthora infestans in potatoes and tomatoes,

Fusarium and Verticillium species in various plants,

Plasmopara viticola in grapes,

Alternaria species in fruit and vegetables.

The compounds are applied by spraying or dusting the plants with the active ingredients, or treating the seeds of the plants with the active ingredients. They may be applied before or after infection of the plants or seeds by the fungi. Either the fungi themselves, or the plants, seed or materials to be protected against fungus attack, or the soil are treated with a fungicidally effective amount of the active ingredient.

The novel substances can be converted into conventional formulations such as solutions, emulsions, suspensions, dusts, powders, pastes and granules. The application forms depend entirely on the purposes for which they are intended; they should at all events ensure a fine and uniform distribution of the active ingredient. The formulations are produced in known manner, for example by extending the active ingredient with solvents and/or carriers, with or without the use of emulsifiers and dispersants; if water is used as solvent, it is also possible to employ other organic solvents as auxiliary solvents. Suitable auxiliaries for this purpose are solvents such as aromatics (e.g., xylene), chlorinated aromatics (e.g., chlorobenzenes), paraffins (e.g., crude oil fractions), alcohols (e.g., methanol, butanol), ketones (e.g., cyclohexanone), amines (e.g., ethanolamine, dimethylformamide), and water; carriers such as ground natural minerals (e.g., kaolins, aluminas, talc and chalk) and ground synthetic minerals (e.g., highly disperse silica and silicates); emulsifiers such as nonionic and anionic emulsifiers (e.g., polyoxyethylene fatty alcohol ethers, alkyl sulfonates and aryl sulfonates); and dispersants such as ligninsulfite waste liquors and methylcellulose.

The fungicides generally contain from 0.1 to 95, and preferably from 0.5 to 90, wt % of active ingredient. The application rates are from 0.02 to 3 kg or more of active ingredient per hectare, depending on the type of effect desired. The novel compounds may also be used for protecting materials, e.g., on Paecilomyces variotii. When the active ingredients are used for treating seed, amounts of from 0.001 to 50, and preferably from 0.01 to 10, g per kg of seed are generally required.

The agents and the ready-to-use formulations prepared from them, such as solutions, emulsions, suspensions, powders, dusts, pastes and granules, are applied in conventional manner, for example by spraying, atomizing, dusting, scattering, dressing or watering.

Examples of formulations are given below.

I. A solution of 90 parts by weight of compound no. 429 (Table I) and 10 parts by weight of N-methyl-α-pyrrolidone, which is suitable for application in the form of very fine drops.

II. A mixture of 20 parts by weight of compound no. 14 (Table II), 80 parts by weight of xylene, 10 parts by weight of the adduct of 8 to 10 moles of ethylene oxide and 1 mole of oleic acid-N-monoethanolamide, 5 parts by weight of the calcium salt of dodecylbenzenesulfonic acid, and 5 parts by weight of the adduct of 40 moles of ethylene oxide and 1 mole of castor oil. By finely dispersing the mixture in water, an aqueous dispersion is obtained.

III. An aqueous dispersion of 20 parts by weight of compound no. 49 (Table I), 40 parts by weight of cyclohexanone, 30 parts by weight of isobutanol, 20 parts by weight of the adduct of 40 moles of ethylene oxide and 1 mole of castor oil. By finely dispersing the solution in water, an aqueous dispersion is obtained.

IV. An aqueous dispersion of 20 parts by weight of compound no. 56 (Table I), 25 parts by weight of cyclohexanol, 65 parts by weight of a mineral oil fraction having a boiling point between 210° and 280° C., and 10 parts by weight of the adduct of 40 moles of ethylene oxide and 1 mole of castor oil. By finely distributing the solution in water, an aqueous dispersion is obtained.

V. A hammer-milled mixture of 80 parts by weight of compound no. 14 (Table I), 3 parts by weight of the sodium salt of diisobutylnaphthalene-α-sulfonic acid, 10 parts by weight of the sodium salt of a lignin-sulfonic acid obtained from a sulfite waste liquor, and 7 parts by weight of powdered silica gel. By finely dispersing the mixture in water, a spray liquor is obtained.

VI. An intimate mixture of 3 parts by weight of compound no. 17 (Table II) and 97 parts by weight of particulate kaolin. The dust contains 3 wt % of the active ingredient.

VII. An intimate mixture of 30 parts by weight of compound no. 17 (Table I), 92 parts by weight of powdered silica gel and 8 parts by weight of paraffin oil sprayed onto the surface of this silica gel. This formulation of the active ingredient exhibits good adherence.

VIII. A stable aqueous dispersion of 40 parts by weight of compound no. 571 (Table I), 10 parts of the sodium salt of a phenolsulfonic acid-urea-formaldehyde condensate, 2 parts of silica gel and 48 parts by weight of water, which dispersion can be further diluted.

IX. A stable oily dispersion of 20 parts by weight of compound no. 616 (Table I), 2 parts by weight of the calcium salt of dodecylbenzenesulfonic acid, 8 parts by weight of a fatty alcohol polyglycol ether, 2 parts by weight of the sodium salt of a phenolsulfonic acid-urea-formaldehyde condensate and 68 parts by weight of a paraffinic mineral oil.

In these application forms, the agents according to the invention may also be present together with other active ingredients, for example herbicides, insecticides, growth regulators, and fungicides, and may furthermore be mixed and applied together with fertilizers. Admixture with other fungicides frequently results in a greater fungicidal action spectrum.

USE EXAMPLES

The active ingredient used for comparison purposes was 2-(phenoxymethyl)phenylglyoxylic acid-methyl ester-O-methyloxime (A) disclosed in EP 253,213.

USE EXAMPLE 1 Action on Wheat Brown Rust

Leaves of pot-grown wheat seedlings of the "Kanzler" variety were dusted with spores of brown rust (Puccinia recondita). The pots were then placed for 24 hours at 20° to 22° C. in a high-humidity (90-95%) chamber. During this period the spores germinated and the germ tubes penetrated the leaf tissue. The infected plants were then sprayed to runoff with aqueous liquors containing (dry basis) 80% of active ingredient and 20% of emulsifier. After the sprayed-on layer had dried, the plants were set up in the greenhouse at 20° to 22° C. and a relative humidity of 65 to 70%. The extent of rust fungus spread on the leaves was assessed after 8 days.

The results show that active ingredients nos. 49, 429, 56, 14, 15, 16, 17, 582, 578, 573, 592, 571, 704, 705 and 616 from Table I and nos. 17 and 644 from Table II, applied as 0.025 wt % spray liquors, have a better fungicidal action (95%) than prior art comparative compound A (50%).

USE EXAMPLE 2 Action on Pyricularia oryzae (Protective)

Leaves of pot-grown rice seedlings of the "Bahia" variety were sprayed to runoff with aqueous emulsions containing (dry basis) 80% of active ingredient and 20% of emulsifier, and inoculated 24 hours later with an aqueous spore suspension of Pyricularia oryzae. The plants were then set up in climatic cabinets at 22° to 24° C. and 95 to 99% relative humidity. The extent of fungus attack was assessed after 6 days.

The results show that active ingredients nos. 429, 583, 593, 592, 571, 706 and 616 from Table I and nos. 14, 15, 16, 17, 582, 592, 571, 769, 782, 672, 644 and 583 from Table II, applied as 0.05 wt % spray liquors, have a very good fungicidal action (100%).

The novel compounds are also suitable for effectively combating pests such as insects, arachnids and nematodes. They may be used as pesticides in crop protection and in the hygiene, stores protection and veterinary sector.

Examples of injurious insects belonging to the Lepidoptera order are Agrotis ypsilon, Agrotis segetum, Alabama argillacea, Anticarsia gemmatalis, Argyresthia conjugella, Autographa gamma, Bupalus piniarius, Cacoecia murinana, Capua reticulana, Cheimatobia brumata, Choristoneura fumiferana, Choristoneura occidentalis, Cirphis unipuncta, Cydia pomonella, Dendrolimus pini, Diaphania nitidalis, Diatraea grandiosella, Earias insulana, Elasmopalpus lignosellus, Eupoecilia ambiguella, Evetria bouliana, Feltia subterranea, Galleria mellonella, Grapholita funebrana, Grapholita molesta, Heliothis armigera, Heliothis virescens, Heliothis zea, Hellula undalis, Hibernia defoliaria, Hyphantria cunea, Hyponomeuta malinellus, Keifferia lycopersicella, Lambdina fiscellaria, Laphygma exigua, Leucoptera coffeella, Leucoptera scitella, Lithocolletis blancardella, Lobesia botrana, Loxostege sticticalis, Lymantria dispar, Lymantria monacha, Lyonetia clerkella, Malacosoma neustria, Mamestra brassicae, Orgyia pseudotsugata, Ostrinia nubilalis, Panolis flamea, Pectinophora gossypiella, Peridroma saucia, Phalera bucephala, Phthorimaea operculella, Phyllocnistis citrella, Pieris brassicae, Plathypena scarbra, Plutella xylostella, Pseudoplusia includens, Phyacionia frustrana, Scrobipalpula absoluta, Sitotroga cerelella, Sparganothis pilleriana, Spodoptera frugiperda, Spodoptera littoralis, Spodoptera litura, Thaumatopoea pityocampa, Tortrix viridana, Trichoplusia ni and Zeiraphera canadensis.

Examples from the Coleoptera order are Agrilus sinuatus, Agriotes lineatus, Agriotes obscurus, Amphimallus solstitialis, Anisandrus dispar, Anthonomus grandis, Anthonomus pomorum, Atomaria linearis, Blastophagus piniperda, Blitophaga undata, Bruchus rufimanus, Bruchus pisorum, Bruchus lentis, Byctiscus betulae, Cassida nebulosa, Cerotoma trifurcata, Ceuthorrhynchus assimilis, Ceuthorrynchus napi, Chaetocnema tibialis, Conoderus vespertinus, Crioceris asparagi, Diabrotica longicornis, Diabrotica 12-punctata, Diabrotica virgifera, Epilachna varivestis, Epitrix hirtipennis, Eutinobothrus brasiliensis, Hylobius abietis, Hypera brunneipennis, Hypera postica, Ips typographus, Lema bilineata, Lema melanopus, Leptinotarsa decemlineata, Limonius californicus, Lissorhoptrus oryzophilus, Melanotus communis, Meligethes aeneus, Melolontha hippocastani, Melolontha melolontha, Onlema oryzae, Ortiorrhynchus sulcatus, Ortiorrhynchus ovatus, Phaedon cochleariae, Phyllotreta chrysocephala, Phyllophaga sp., Phyllopertha horticola, Phyllotreta nemorum, Phyllotreta striolata, Popillia japonica, Sitona lineatus and Sitophilus granaria.

Examples from the Diptera order are Aedes aegypti, Aedes vexans, Anastrepha ludens, Anopheles maculipennis, Ceratitis capitata, Chrysomya bezziana, Chrysomya hominivorax, Chrysomya macellaria, Contarinia sorghicola, Cordylobia anthropophaga, Culex pipiens, Dacus cucurbitae, Dacus oleae, Dasineura brassicae, Fannia canicularis, Gasterophilus intestinalis, Glossia morsitans, Haematobia irritans, Haplodiplosis equestris, Hylemyia platura, Hypoderma lineata, Liriomyza sativae, Liriomyza trifolii, Lucilia caprina, Lucilia cuprina, Lucilia sericata, Lycoria pectoralis, Mayetiola destructor, Musca domestica, Muscina stabulans, Oestrus ovis, Oscinella frit, Pegomya hysocyami, Phorbia antiqua, Phorbia brassicae, Phorbia coarctata, Rhagoletis cerasi, Rhagoletis pomonella, Tabanus bovinus, Tipula oleracea and Tipula paludosa.

Examples from the Thysanoptera order are Frankliniella fusca, Frankliniella occidentalis, Frankliniella tritici, Scirtothrips citri, Thrips oryzae, Thrips palmi and Thrips tabaci.

Examples from the Hymenoptera order are Athalia rosae, Atta cephalotes, Atta sexdens, Atta texana, Hoplocampa minuta, Hoplocampa testudinea, Monomorium pharaonis, Solenopsis geminata and Solenopsis invicta.

Examples from the Heteroptera order are Acrosternum hilare, Blissus leucopterus, Cyrtopeltis notatus, Dysdercus cingulatus, Dysdercus intermedius, Eurygaster integriceps, Euchistus impictiventris, Leptoglossus phyllopus, Lygus lineolaris, Lygus pratensis, Nezara viridula, Piesma quadrata, Solubea insularis and Thyanta perditor.

Examples from the nematodes class are root-knot nematodes, e.g., Meloidogyne hapla, Meloidogyne incognita and Meloidogyne javanica, cyst-forming nematodes, e.g., Globodera rostochiensis, Heterodera avenae, Hetrodera glycinae, Heterodera schachtii and Heterodera trifolii, and stem and leaf eelworms, e.g., Belonolaimus longicaudatus, Ditylenchus destructor, Ditylenchus dipsaci, Heliocotylenchus multicinctus, Longidorus elongatus, Radopholus similis, Rotylenchus robustus, Trichodorus primitivus, Tylenchorhynchus claytoni, Tylenchorhynchus dubius, Pratylenchus neglectus, Pratylenchus penetrans, Pratylenchus curvitatus and Pratylenchus goodeyi.

When the active ingredients are used for combating pests, the concentrations in the finished formulations may vary over a wide range. Generally, the concentration is from 0.0001 to 10, and preferably from 0.001 to 0.1, %.

The active ingredients may also be successfully used in the ultra-low-volume method (ULV), where it is possible to apply formulations containing more than 95 wt % of active ingredient, or even the active ingredient without any additives.

When the active ingredients are used for combating pests in the open, the application rates are from 0.01 to 10, and preferably from 0.1 to 1.0, kg/ha.

USE EXAMPLE 3 Tetranychus Telarius (Spider Mite); Contact Action--Spray Test

Potted bush beans which had developed the first pair of true leaves and were heavily infested with all stages of the spider mite Tetranychus telarius were sprayed to runoff in a spray cabinet with aqueous formulations of the active ingredients. The plants were placed on a rotating disc and sprayed from all sides with 50 ml of spray liquor. The plants were heavily infested with mites and numerous eggs had been laid on them. The action was assessed after 5 days by means of a binocular microscope. During this period, the plants were kept under normal greenhouse conditions.

    ______________________________________                                                      Application rate                                                                         Mortality                                                            in ppm    in %                                                    ______________________________________                                         Compound no.                                                                   from Table I                                                                   49              100         80                                                 36              100         80                                                 43             1000        100                                                 429            1000        100                                                 38              40         100                                                 39              100        100                                                 45             1000        100                                                 582            about 20    100                                                 579             20          80                                                 583             40         100                                                 573             20         100                                                 593            1000         80                                                 592             40         100                                                 704            about 20    100                                                 705             40         100                                                 Compound no.                                                                   from Table II                                                                  37             1000        100                                                 39             1000        100                                                 45             1000        100                                                 ______________________________________                                    

USE EXAMPLE 4 Musca Domestica (Housefly); Continuous Contact Action

Both the tops and bottoms of Petri dishes 10 cm in diameter were lined with a total of 1 ml of acetonic solutions of the active ingredients. After the solvent had evaporated (about 30 mins.), 10 flies and absorbent cotton steeped in water were introduced into each dish and the dishes closed. The flies in supine position were counted after 24 hours.

If a kill rate of 80 to 100% occurs at a concentration of 0.01 mg/dish, the test is continued with falling concentrations.

    ______________________________________                                         Compound no.   Application rate                                                                           Mortality                                           from Table I   in mg       in %                                                ______________________________________                                          49            0.1          80                                                  36            1.0          80                                                  37            0.1         100                                                 582            0.1          80                                                 593            0.1          60                                                 705            0.1         100                                                 706            0.1         100                                                 ______________________________________                                    

USE EXAMPLE 5 Plutella Maculipennis (Diamondback Moth); Ingestion-Inhibiting Action

Young kohlrabi leaves are dipped for 3 seconds into aqueous solutions of the candidate compounds, and then placed on a round filter paper 9 cm in diameter which has been moistened with 0.5 ml of water. The filter paper is then placed in a Petri dish 10 cm in diameter. 10 caterpillars in the 4th larval stage are then placed on each leaf, and the Petri dish is closed. Ingestion inhibition is determined in % after 48 hours.

    ______________________________________                                         Compound no.   Application rate                                                                           Mortality                                           from Table I   in ppm      in %                                                ______________________________________                                          49            200         80                                                   36            200         80                                                  429            1000        80                                                   16            400         80                                                  582            400         100                                                 593            1000        80                                                  592            400         80                                                  705            400         80                                                  706            400         80                                                  ______________________________________                                    

USE EXAMPLE 6 Action on Peronospora in Grapes

Leaves of potted vines of the "Muller Thurgau" variety were sprayed with aqueous liquors containing (dry basis) 80% of active ingredient and 20% of emulsifier. To assess the duration of action of the active ingredients, the plants were, after the sprayed-on layer had dried, set up in the greenhouse for 8 days. Only then were the leaves infected with a zoospore suspension of Plasmopara viticola. The vines were then placed for 48 hours in a water-vapor-saturated chamber at 24° C. and then for 5 days in a greenhouse at from 20° to 30° C. To accelerate the sporangiophore discharge, the plants were then again set up in the moist chamber for 16 hours. The extent to which the leaves had been attacked was then assessed.

The results show that active ingredients nos. 49, 429, 56, 14, 15, 16, 17, 582, 578, 573, 592, 571, 704, 705, 616, 117, 156, 579, 583, 593 and 706 from Table I, nos. 17, 644, 117, 429, 56, 43, 36, 49, 14, 15, 16, 582, 614 and 672 from Table II, and compound no. 1 from Table VII have, when applied as 0.025 wt % spray liquors, a better fungicidal action (95%) than the prior art comparative agent A (50%). 

We claim:
 1. A compound of the formula ##STR33## where X is CH₂, CH--C₁ -C₄ -alkyl, CH--C₁ -C₄ -alkoxy, CH--C₁ -C₄ -alkylthio or N-C₁ -C₄ -alkoxy,Y is O, S or NR⁵, R¹, R² and R⁵ are H or C₁ -C₄ -alkyl, Z¹ and Z² are identical or different and each is H, halogen, methyl, methoxy or cyano, n is an integer from 1 to 4, and R⁸ is, or, when n>1, the R⁸ 's are identical or different and are each, H, halogen, cyano, nitro, C₁ -C₄ -alkyl, C₁ -C₄ -alkoxy, C₁ -C₄ -haloalkyl, C₁ -C₄ -haloalkoxy, substituted or unsubstituted phenyl, substituted or unsubstituted phenoxy, substituted or unsubstituted benzyloxy, or substituted or unsubstituted pyridyl-2, wherein the substituents are halo, cyano, methyl, or methoxy.
 2. A compound according to claim 1 of the formula ##STR34##
 3. A compound according to claim 1 of the formula ##STR35##
 4. A compound according to claim 1, wherein X is NOCH₃ or NOC₂ H₅,Y is O, R¹ is C₁ -C₄ -alkyl, and R² is H or C₁ -C₂ -alkyl.
 5. A fungicidal composition comprising an inert carrier and a fungicidally effective amount of a compound of the formula ##STR36## where X is CH₂, CH--C₁ -C₄ -alkyl, CH--C₁ -C₄ -alkoxy, CH--C₁ -C₄ -alkylthio or N-C₁ -C₄ -alkoxy,Y is O, S or NR⁵, R¹, R² and R⁵ are H or C₁ -C₄ -alkyl, Z¹ and Z² are identical or different and each is H, halogen, methyl, methoxy or cyano, n is an integer from 1 to 4, and R⁸ is, or when n>1, the R⁸ 's are identical or different and are each, H, halogen, cyano, nitro, C₁ -C₄ -alkyl, C₁ -C₄ -alkoxy, C₁ -C₄ -haloalkyl, C₁ -C₄ -haloalkoxy, substituted or unsubstituted phenyl, substituted or unsubstituted phenoxy, substituted or unsubstituted benzyloxy, or substituted or unsubstituted pyridyl-2, wherein the substituents are halo, cyano, methyl, or methoxy.
 6. A process for combating fungi, wherein the fungi, or the materials, plants or seeds threatened by fungus attack, or the soil, are treated with a fungicidally effective amount of a compound of the formula ##STR37## where X is CH₂, CH--C₁ -C₄ -alkyl, CH--C₁ -C₄ -alkoxy, CH--C₁ -C₄ -alkylthio or N-C₁ -C₄ -alkoxy,Y is O, S or NR⁵, R¹, R² and R⁵ are H or C₁ -C₄ -alkyl, Z¹ and Z² are identical or different and each is H, halogen, methyl, methoxy or cyano, n is an integer from 1 to 4, and R⁸ is, or, when n>1, the R⁸ 's are identical or different and are each, H, halogen, cyano, nitro, C₁ -C₄ -alkyl, C₁ -C₄ -alkoxy, C₁ -C₄ -haloalkyl, C₁ -C₄ -haloalkoxy, substituted or unsubstituted phenyl, substituted or unsubstituted phenoxy, substituted or unsubstituted benzyloxy, or substituted or unsubstituted pyridyl-2, wherein the substituents are halo, cyano, methyl, or methoxy.
 7. A compound of claim 1, where R¹ is methyl, R² is H, Y is O, R⁸ is hydrogen, X is CHOCH₃, and Z¹ and Z² are hydrogen.
 8. A compound of claim 1, where R¹ is methyl, R² is H, X is N--OCH₃, Y is O, R⁸ is hydrogen, and Z¹ and Z² are hydrogen. 